Category: 2913-97-5

Related Products of 2913-97-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2913-97-5, name is N-(2-Oxoethyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 25c (2.00 g, 6.94 mmol) and 7a (2.00 g, 10.6 mmol) in THF (70 mL) was added NH4OAc (5.40 g, 70.0 mmol) in MeOH (50 mL). The reaction mixture was stirred at room temperature for 3.5 h. A saturated aqueous solution of NaHCO3 was added to the reaction mixture and extracted with EtOAc three times. The combined organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography on silica gel eluting with 60-80percent EtOAc/n-Hexane, on silica gel eluting with 5percent MeOH/CHCl3, and on silica gel eluting with 65percent EtOAc/CHCl3 to afford 2-{[5-(1,3-benzothiazol-6-yl)-4-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione as a pale yellow powder (1.90 g, 60percent): 1H NMR (300 MHz, CDCl3, delta): 2.44 (d, J = 0.8 Hz, 3 H), 5.08 (s, 2 H), 6.74 (br s, 1 H), 7.71 – 7.94 (m, 6 H), 8.16 (d, J = 8.5 Hz, 1 H), 9.03 (s, 1 H); MS (ESI) m/z 458 [M+H]+, 30percent, 480 [M+Na]+, 100percent, 456 [M-H]-, 100percent. To a suspension of 2-{[5-(1,3-benzothiazol-6-yl)-4-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione (1.88 g, 4.11 mmol) in EtOH (45 mL) was added hydrazine monohydrate (2.12 g, 42.3 mmol). The reaction mixture was stirred at room temperature for 1 day. MeOH, CHCl3, and NH-silica gel were added to the reaction mixture and concentrated. The residue was purified by column chromatography on NH-silica gel eluting with 5percent MeOH/CHCl3 and on silica gel eluting with 10percent MeOH/CHCl3 to 28percent aqueous ammonia/MeOH/CHCl3 (1/10/100) to afford 1-[5-(1,3-benzothiazol-6-yl)-4-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-2-yl]methanamine as a pale yellow amorphous (761 mg, 57percent): 1H NMR (300 MHz, CDCl3, delta): 2.44 (d, J = 1.1 Hz, 3 H), 4.12 (s, 2 H), 6.72 (d, J = 1.1 Hz, 1 H), 7.87 (dd, J = 8.5, 1.7 Hz, 1 H), 8.17 (dd, J = 8.5, 0.5 Hz, 1 H), 8.45 (br s, 1 H), 9.03 (s, 1 H); MS (ESI) m/z 328 [M+H]+, 100percent, 326 [M-H]-, 100percent. To a solution of 1-[5-(1,3-benzothiazol-6-yl)-4-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-2-yl]methanamine (600 mg, 1.83 mmol) and NEt3 (370 mg, 3.66 mmol) in CHCl3 (15 mL) was added dropwise n-butyryl chloride (0.21 mL, 2.02 mmol) at 0 oC. The reaction mixture was stirred at 0 oC for 0.5 h. Water was added to the reaction mixture and extracted with CHCl3 twice. The combined organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography on silica gel eluting with EtOAc to 10percent MeOH/CHCl3. The amorphous obtained was crystallized from EtOAc/n-Hexane to afford 20 as a yellow powder (441 mg, 61percent): mp 190.0-191.0 oC; 1H NMR (300 MHz, DMSO-d6, delta): 0.89 (t, J = 7.4 Hz, 3 H), 1.47 – 1.63 (m, 2 H), 2.14 (t, J = 7.5 Hz, 2 H), 2.34 (d, J = 0.9 Hz, 3 H), 4.36 (d, J = 5.6 Hz, 2 H), 7.15 (d, J = 0.9 Hz, 1 H), 8.08 (br s, 1 H), 8.14 (d, J = 8.5 Hz, 1 H), 8.34 (br t, J = 5.6 Hz, 1 H), 8.85 (br s, 1 H), 9.43 (s, 1 H), 12.72 (br s, 1 H); MS (ESI) m/z 398 [M+H]+, 100percent, 420 [M+Na]+, 20percent, 396 [M-H]-, 100percent; Anal. Calcd for C19H19N5OS20.2H2O: C, 56.89; H, 4.88; N, 17.46. Found: C, 57.04; H, 4.88; N, 17.17.

The synthetic route of N-(2-Oxoethyl)phthalimide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Amada, Hideaki; Sekiguchi, Yoshinori; Ono, Naoya; Matsunaga, Yuko; Koami, Takeshi; Asanuma, Hajime; Shiozawa, Fumiyasu; Endo, Mayumi; Ikeda, Akiko; Aoki, Mari; Fujimoto, Natsuko; Wada, Reiko; Sato, Masakazu; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 2024 – 2029;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 2913-97-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2913-97-5, name is N-(2-Oxoethyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 2-(l,3-dioxoisoindolin-2-yl)acetaldehyde (product of step-3, 4.0 g, 21.15 mmol) in ethanol (40 mL), added hydroxylamine hydrochloride (2.930 g, 42.305 mmol) followed by sodium bicarbonate (3.55 g, 42.305 mmol) at room temperature and stirred at room temperature for 16 h. The solvent was stripped off, added water (50 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layer was washed with water (100 mL) followed by brine, dried over sodium sulphate and concentrated under vacuum to get the title compound (3.2 g, 74percent) as an off white solid. LCMS: m/z 204.1 [M+H] +; NMR (300 MHz, DMSO-d6) delta 11.36 (s, 1H), 7.98 – 7.78 (m, 4H), 6.83 (t, / = 3.8 Hz, 1H), 4.39 (dd, / = 3.9, 0.9 Hz, 2H).

The synthetic route of N-(2-Oxoethyl)phthalimide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak; (74 pag.)WO2016/12958; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 2913-97-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2913-97-5, name is N-(2-Oxoethyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 3 was prepared by the condensation of commercially available aminoacetaldehyde diethyl acetal with the phthalic anhydride (1:1 mol ratio), using toluene under reflux, in the presence of a catalytic amount of DMAP (yield 52percent) for 2 h. In the next step, 2-(2,2-diethoxyethyl)isoindoline-1,3-dione (3) underwent acid hydrolysis (sulphuric acid at 70percent) in reflux for 2 h. After the reaction was completed, it was allowed to reach at room temperature and was then cooled to induce precipitation. The formed precipitate was filtered on a sintered funnel with distilled water, yielding 55percent of the pure product. For the synthesis of 5a and 5b, 2-(1,3-dioxoisoindol-2-yl) acetaldehyde (4) reacted with thiosemicarbazide (in the ratio 1:1) (for 5a) or 4-phenyl-3-thiosemicarbazide (for 5b), in ethanol, under reflux with catalytic amount of HCl (4 drops) for 4 h. The reactions were followed by thin layer chromatographic plate analysis. The formed precipitate was filtered on a sintered funnel with ethanol to yield the pure product (yield 76percent for 5a and 70percent for 5b). 4.1.3.1 (E)-2-[2-(1,3-dioxoisoindolin-2-yl)ethylidene]hydrazinecarbothioamide (5a) White crystals; Yield: 76percent; m.p. (¡ãC) 223-224; Rf 0.45 (hexane/ethyl acetate 3:2); IR (KBr, cm-1): 3423 and 3308 (N-H), 1769 and 1713 (C=O), 1602 (C=N); 1H NMR (300 MHz, DMSO-d6), delta ppm: 4.36 (d, J = 3.6 Hz, 2H, CH2), 7.36 (s, 1H, NH), 7.42 (t, J = 3.6 Hz, 1H, CH=N), 7.83-7.90 (m, 4H, Ar), 8.03 and 11.27 (s, 1H, NH2); 13C NMR (75.5 MHz, DMSO-d6), delta ppm: 40.1 (CH2), 123.1 (Ar), 131.7 (Ar), 134.4 (Ar), 140.4 (C=N), 167.5 (C=O), 177.9 (C=S). Anal. Calcd for C11H10N4O2S: C, 50.37; H, 3.84; N, 21.36; S, 12.22. found: C, 50.03; H, 3.45; N, 20.98; S, 12.30. HRMS: 262.3388 [M+H] +.

The chemical industry reduces the impact on the environment during synthesis N-(2-Oxoethyl)phthalimide. I believe this compound will play a more active role in future production and life.

Reference:
Article; De Moraes Gomes, Paulo Andre Teixeira; Oliveira, Arsenio Rodrigues; De Oliveira Cardoso, Marcos Verissimo; De Farias Santiago, Edna; De Oliveira Barbosa, Miria; De Siqueira, Lucianna Rabelo Pessoa; Moreira, Diogo Rodrigo Magalhaes; Bastos, Tanira Matutino; Brayner, Fabio Andre; Soares, Milena Botelho Pereira; De Oliveira Mendes, Andresa Pereira; De Castro, Maria Carolina Accioly Brelaz; Pereira, Valeria Rego Alves; Leite, Ana Cristina Lima; European Journal of Medicinal Chemistry; vol. 111; (2016); p. 46 – 57;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2913-97-5, name is N-(2-Oxoethyl)phthalimide, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2913-97-5, HPLC of Formula: C10H7NO3

EXAMPLE 28B Tert-butyl (2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoate To a solution of Example 28A (12.1 g) in methanol (20 mL) was added L-isoleucine tert-butyl ester hydrochloride (13.0 g, 58 mmol), sodium cyanoborohydride (7.3 g, 116 mmol), and acetic acid (2 mL). The resulting solution was stirred for 3 hrs at 25° C. and the methanol removed under vacuum, dichloromethane (500 mL) added, and the solution washed with aqueous NaHCO3 (2*300 mL). The organic layer was concentrated to give 12.9 g of the title compound.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-(2-Oxoethyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2913-97-5, name is N-(2-Oxoethyl)phthalimide, A new synthetic method of this compound is introduced below., Safety of N-(2-Oxoethyl)phthalimide

A series of acceptor aldehydes was used to study the scope of the reaction. Results of reactions with oc,a-disubstituted aldehyde acceptors are shown in Table 7, hereinafter.Reactions with 2-ethylbutyraldehyde, cyclohexanecarboxaldehyde (c-CgHnCHO) , andcyclopentanecarboxaldehyde (C-C5H9CHO), providedaldol products at 4 °C and these product aldehydes were transformed to the corresponding methyl esters in good yields (62-75 percent from Compound 1) with high enantioselectivities (94-98percent ee) (entries 1, 3, and 4). The diastereoselectivities of the aldol reactions were also high (dr = >10:1 to 15:1) . The diastereomeric ratio of the aldol products decreased by epimerization at C2 when the compounds were stored or when they were purified by silica gel columnchromatography. [See (9) (b) Notz et al. , J”. Org. Chem. 2003, 68, 9624. (c) Cordova et al., J. Am. Chem. Soc. 2002, 124, 1866.] The column chromatography did not completely separate the anti-and syn-isomers of Compound 3 from each other.The reaction with di-n-butylacetaldehyde, an aldehyde bearing a bulky group, was slow at 4 °C and was performed at room temperature (rt; entry 2). This case also provided the desired product with high enantioselectivity (93percent ee). The reaction with a-dimethoxy acetaldehyde, available in aqueous solution, afforded the desired aldol product with low diastereoselectivity, but 86percent ee in the presence of water (entry 5).Thus, the aldol reaction of Compound 1 was efficient for the synthesis of a broad range of enantiomerically enriched y-branched-p-hydroxy-ot-amino acid derivatives. Results for reactions illustrated in Scheme 2 are shown in Table 7, again only Compound 1 acted as the donor.Table 7aCompound 2entryRproductdr (anti:syn)D1CHEt22b>10:12’CH(nBu)22c10:13c-CsH-j-i2d15:14C-C5H92e14:15″CH(OMe)22f5:1Compound 3entryRproductdr (antksyn)”ee (percent)6Yield (percent)c1CHEt23b>10:194752’CH(nBu)23c7:193683C-CgHn3d5:198734C-C5H93e16:1989625hCH(OMe)23f1:186 (syn, 68)69a Unless otherwise noted, a mixture of Compound 1 (2 mmol), acceptor aldehyde (10-20 mmol), and L-proline(0.6 mmol) in N-methylpyrrolidone (NMP) (1 mL) was stirred at 4 °C for 16-48 hours for the aldol reaction. See Scheme 2. b Diastereomeric ratio of Compound 2 determined by XH NMR analysis of the reaction mixture without purification. c Isolated yields of Compound 3 (from Compound 1). d Diastereomeric ratio of Compound 3 after purification using silica gel column chromatography, determined by “”H NMR analysis. e Enantiomeric excess of anti-Compound 3 determined by chiral-phase HPLC analysis, except noted. f The reaction was performed at rt. 9 The ee of anti-Compound 2e was determined by HPLC analysis of the corresponding oxime prepared with O-benzylhydroxylamine. h The reaction mixture included water.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2913-97-5 as follows. COA of Formula: C10H7NO3

A solution of the product of Example 3E (9.34 g, 49.4 mmol) in methanol (33 mL) was treated with L-tert-leucine tert-butyl ester hydrochloride (10 g, 44.9 mmol), sodium cyanoborohydride (5.6 g, 89.8 mmol), and acetic acid (1.5 ml, 26.2 mmol), stirred at 25° C. for 4 hours, and partitioned between chloroform and saturated NaHCO3. The organic phase phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed in silica gel, eluting with first with 66percent chloroform in hexanes and then with 33percent ethyl acetate in chloroform to give the title compound (10.5 g, 59percent yield).

According to the analysis of related databases, 2913-97-5, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 2913-97-5, name is N-(2-Oxoethyl)phthalimide, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2913-97-5, Computed Properties of C10H7NO3

A solution of ammonium acetate (5.40 g) in methanol (50 ml) was added to a solution of Compound 204 (2.00 g) and (1,3-dioxo-1,3-dihydroindol-2-yl) acetaldehyde (2.00 g) in tetrahydrofuran (70 ml), and the mixture was stirred for 3.5 hours at room temperature. The reaction solution to which a saturated aqueous solution of sodium hydrogen carbonate was added was neutralized, and then extracted three times with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated off. The residue was purified by silica gel column chromatography three times with (hexane:ethyl acetate=40:60 –> 20:80), (chloroform:methanol=95:5), and (chloroform:ethyl acetate=35:65) to yield the title compound (1.90 g) as a light yellow powder (mp: 250.5-255.0¡ãC). 1H NMR (300 MHz, CDCl3) delta ppm: 2.44 (3H, d, J = 0.8 Hz), 5.08 (2H, s), 6.74 (1H, brs), 7.71-7.94 (6H, m), 8.16 (1H, d, J = 8.5 Hz), 9.03 (1H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-(2-Oxoethyl)phthalimide, and friends who are interested can also refer to it.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1721905; (2006); A1;,
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Indoline | C8H9N – PubChem

Synthetic Route of 2913-97-5,Some common heterocyclic compound, 2913-97-5, name is N-(2-Oxoethyl)phthalimide, molecular formula is C10H7NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 28 7-(((Benzo[1,3]dioxole-5-carbonyl)-amino)-methyl)-2-(oxalyl-amino)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid; Phthalimidoacetaldehyde diethyl acetal (100 g, 0.38 mol) and 1 N hydrochloric acid (600 ml) was mixture was stirred at reflux temperature for 5 min. or until a homogeneous solution is obtained. The reaction mixture was cooled and the precipitate was filtered off and dried in vacuo at 50¡ã C. for 16 h which afforded 63.3 g (88percent) of phthalimidoacetaldehyde as a solid.1H NMR (300 MHz, CDCl3) delta 4.58 (s, 2H), 7.76-7.78 (m, 2H), 7.90-7.92 (m, 2H), 9.67 (s, 1H).To a mixture of phthalimidoacetaldehyde (64 g, 0.34 mol) and trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (81.5 g, 0.38 mol) in benzene (600 ml) stirred for 15 min. under nitrogen was added dropwise a 45percent solution of zinc chloride diethyl ether complex in dichloromethane (55.5 ml, 0.17 mol) at 0¡ã C. The reaction was allowed warm up to room temperature overnight. To the reaction mixture was added water (500 ml) and the resulting mixture was extracted with ethyl acetate (200 ml). The organic extract was washed successively with 1.0 N hydrochloric acid (2.x.200 ml) and brine (200 ml). The organic phase was dried (Na2SO4), filtered and the solvent evaporated in vacuo which afforded a slowly crystallising oil (98 g). To the solid was added a mixture of ethyl acetate and diethyl ether (400 ml, 1:1) and the resulting precipitate was filtered off, washed with a small portion of diethyl ether and dried at 50¡ã C. for 1 h affording 59.8 g (69percent of 2-(4-oxo-3,4-dihydro-2H-pyran-2-ylmethyl)-isoindole-1,3-dione as a solid. The filtrate was evaporated in vacuo and the residue purified by column chromatography on silica gel (1 L) using a mixture of ethyl acetate and heptane (1:2) as eluant. Pure fractions were collected and the solvent evaporated in vacuo to almost dryness, the solid was filtered off and dried in vacuo at 50¡ã C. for 16 h affording an additional 15 g (17percent) of 2-(4-oxo-3,4-dihydro-2H-pyran-2-ylmethyl)-isoindole-1,3-dione as a solid.1H NMR (300 MHz, CDCl3) delta 2.61 (d, 2H), 3.85 (dd, 1H), 4.18 (dd, 1H), 4.76 (m, 1H), 5.43 (d, 1H), 7.28 (d, 1H), 7.69-7.77 (m, 2H), 7.84-7.88 (m, 2H).2-(4-Oxo-3,4-dihydro-2H-pyran-2-ylmethyl)-isoindole-1,3-dione (13 g, 0.051 mol) was dissolved in ethyl acetate (250 ml) and placed in a Parr bottle. 10percent Pd/C (1.5 g) was carefully added and the mixture was shaken under a pressure of 30 psi of hydrogen for 6.5 h (Parr apparatus). Filtration followed by evaporation of the ethyl acetate in vacuo afforded a crude 11.5 g of 2-(4-oxo-tetrahydro-pyran-2-ylmethyl)-isoindole-1,3-dione pure enough for the next step. Analytical pure compound could be obtained by purification of a small sample (250 mg) by column chromatography on silica gel, utilising a mixture of hexane/ethyl acetate as a gradient (from 100/0 to 50/50). Pure fractions were collected and the solvent evaporated in vacuo affording 142 mg (55percent) of 2-(4-oxo-tetrahydro-pyran-2-ylmethyl)-isoindole-1,3-dione as a solid.1H NMR (400 MHz, CDCl3) delta 2.30-2.68 (m, 4H), 3.62 (m, 1H), 3.74 (m, 1H), 4.00 (m, 2H), 7.75 (m, 2H), 7.88 (m, 2H).To a mixture of 2-(4-oxo-tetrahydro-pyran-2-ylmethyl)-isoindole-1,3-dione (11.5 g, 44 mmol), tert-butyl cyanoacetate (6.9 g, 49 mmol) and elemental sulfur (1.6 g, 49 mmol) in ethanol (250 ml) was added morpholin (15 ml) and the resulting mixture was stirred at 50¡ã C. for 16 h. The cooled reaction mixture was filtered and the precipitate filtered off and washed with diethyl ether and dried in vacuo affording 6.5 g (35percent) of 2-amino-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester as a solid.The filtrate was evaporated in vacuo and the residue was dissolved in ethyl acetate (200 ml) washed with water (2.x.100 ml), brine (100 ml), dried (Na2SO4), filtered and the solvent evaporated in vacuo affording 6.0 g (33percent) of almost regioisomer pure 2-amino-7-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester as a solid.2-amino-5-(1,3-dioxo-1,3′-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester1H NMR (300 MHz, CDCl3) delta1.50 (s, 9H), 2.54-2.63 (m, 1H), 2.84-2.90 (m, 1H), 3.79 (q, 1H), 3.96-4.04 (m, 2H), 4.48-4.62 (m, 2H), 5.91 (bs, 2H, NH2), 7.70 (m, 2H), 7.84 (m, 2H).2-amino-7-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester1H NMR (300 MHz, CDCl3) delta 1.50 (s, 9H), 2.71-2.90 (m, 2H), 3.67-3.77, (m, 2H), 4.02-4.15 (m, 2H), 4.90 (m, 1H), 6.04 (bs, 2H, NH2), 7.70 (m, 2H), 7.84 (m, 2H).To a solution of 2-amino-7-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (6.0 g, 0.014 mol) in ethanol (100 ml) was added hydrazine-hydrate (1.4 ml, 0.029 mol). The mixture was stirred at reflux tem…

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-(2-Oxoethyl)phthalimide, its application will become more common.

Reference:
Patent; Novo Nordisk A/S; US7115624; (2006); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 2913-97-5, name is N-(2-Oxoethyl)phthalimide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: indolines-derivatives

EXAMPLE 3F tert-butyl(2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoate A solution of the product of Example 3E (36.81 g) in methanol (50 mL) was treated with L-iso-leucine tert-butyl ester hydrochloride (30 g, 134 mmol), sodium cyanoborohydride (16.9 g, 268 mmol), and acetic acid (4.6 ml, 80.4 mmol), stirred at 25¡ã C. for 3 hours and concentrated. The concentrate was partitioned between dichloromethane and saturated NaHCO3. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel, eluding with a gradient starting with 10percent-66percent ethyl acetate in hexanes to give the title compound (28.44 g, 59percent yield).

The synthetic route of N-(2-Oxoethyl)phthalimide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L.; Yeung, Ming C.; Randolph, John T.; Wang, Xiu C.; Yu, Su; US2005/148623; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 2913-97-5, These common heterocyclic compound, 2913-97-5, name is N-(2-Oxoethyl)phthalimide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.46 g of 2- (1,3-dioxoisoindol-2-yl) acetaldehyde, 1.6 g of potassium carbonate,0.64 g of hydroxylamine hydrochloride suspended in ethanol / water mixed solution,Stir overnight at room temperature. The solvent was evaporated under reduced pressure, The residue was diluted with water and extracted with ethyl acetate.The ethyl acetate layer was washed three times with brine and dried over anhydrous magnesium sulfate.The filtrate was concentrated to give 0.75 g of a white solid.

The synthetic route of 2913-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Chen, Jianhua; Leng, Ying; Zhu, Junjie; Ning, Mengmeng; (94 pag.)CN103864754; (2016); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem