Month: May 2021

These common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, 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. name: 6-Bromoisatin

General procedure: The targeted compounds have been synthesized as previouslydescribed (38). This approach consists in the couplingof a correctly substituted isatin and the 3-acetoxyindole inalkaline methanol to afford the indirubin skeleton. Then, the3¢-position reacts with hydroxylamine in refluxing pyridine leading to the corresponding indirubin-3¢-oxime. To a solutionof the corresponding indirubin in pyridine, hydroxylaminehydrochloride was added. The mixture was warmed inreflux for 1.5 h. After completion and cooling to 70C, waterwas added. The resulting precipitate was filtered, washedwith water and cyclohexane, and dried to afford the correspondingoxime as a red solid with 100%.796 was synthesized after acetylation of the oxime as waspreviously described (38) and was obtained with 100% yield.For synthesis of 6BIO-Pip, the corresponding indirubin-3¢-oxime was dissolved in anhydrous dimethylformamide(DMF). Then, 1,2-dibromoethane and a catalytic amount oftriethylamine were added and the mixture was stirred at 50Cfor 24 h. After completion, water was added and the precipitatefiltered, washed with water, and dried. The ether wasdissolved in anhydrous DMF. The corresponding amine wasthen added and the resulting mixture was warmed at 80Cunder a radiation of 150W for 20 min. After completion,water is added and the resulting precipitate is filtered, washedwith water, and dried. The corresponding derivatives areobtained as purple solid.

The synthetic route of 6-Bromoisatin has been constantly updated, and we look forward to future research findings.

Related Products of 201940-08-1, The chemical industry reduces the impact on the environment during synthesis 201940-08-1, name is tert-Butyl 5-bromoisoindoline-2-carboxylate, I believe this compound will play a more active role in future production and life.

5-Bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (2.97 g, 10 mmol) was azeotropically dried by evaporation from toluene. Tris(dibenzylideneacetone)dipalladium (0) (228 mg, 0.25 mmol), 2-(di-tert-butylphosphino)biphenyl (149 mg, 0.50 mmol) and sodium tert-butoxide (1.34 g, 13.9 mmol) were added and the flask was purged with nitrogen. Toluene (25 mL) then N-methylpiperazine (1.33 mL, 12 mmol) were added and the mixture was heated to 8O0C for 2 hours. After allowing to cool to r.t. the mixture was diluted with ether, filtered through Celite and concentrated to give a residue that was purified by flash chromatography on silica (2M methanolic ammonia/dichloromethane, 1% to 3% gradient). This afforded the title compound as a brown solid (1.45g, 46%). 1H NMR (MeOH-d4) 7.15 (1H, m), 6.94-6.88 (2H, m), 4.60-4.54 (4H, m), 3.20-3.17 (4H, m), 2.63-2.60 (4H, m), 2.34 (3H, s), 1.52 (9H, s). MS: [M+H]+ 318.

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, tert-Butyl 5-bromoisoindoline-2-carboxylate, other downstream synthetic routes, hurry up and to see.

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 4770-32-5 as follows. Formula: C10H11NO2

To a solution of the title compound from step 3 (3.0 g, 16.95 mmol) in AcOH (25 mL) was added a solution of NBS (3.01 g, 16.95 mmol) in AcOH (25 mL) slowly at 10C-20C. The mixture was stirred at that temperature for 1 hr. It was then poured over water (50 ml) and extracted with CH2CI2 (200 ml x 5). The combined organic phases were washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (PE: EA=10: 1-1: 1) to provide the title compound (1.10 g, 25% yield) as a solid. H NMR (DMSO-d6, 400 MHz) delta 9.90 (s, 1 H), 8.14 (s, 1 H), 6.83 (s, 1 H), 4.05 (t, J=8.4 Hz, 2 H), 3.04 (t, J = 8.4 Hz, 2 H), 2.11 (s, 3 H). LCMS: 256.0, 258.0 [M+H]+.

According to the analysis of related databases, 4770-32-5, 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: 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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 102359-00-2, Product Details of 102359-00-2

A mixture of 5-carboxy-2-oxindole (113 mg), 3-methylindole-2-carbaldehyde (56 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (30 mg) in ethanol (1 mL) was heated in a sealed tube at 90 C. for overnight. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in oven for overnight to give 75 mg (58% yield) of 3-(3-methyl-1H-indol-2-ylmethylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid (piperidine salt). 1H NMR (360 MHz, DMSO-d6) 13.0 (s, br, 1H, NH), 8.35 (d, J=1.5 Hz, 1H, H-4), 7.91 (s, 1H, vinyl), 7.82 (dd, J=1.5 and 8 Hz, 1H, H-6), 7.63 (d, J=8 Hz, 1H), 7.49 (d, J=8 Hz, 1H), 7.26 (t, J=7.5 Hz, 1H), 7.06 (t, J=7.5 Hz, 1H), 6.8 (d, J=8 Hz, 1H), 2.91 (t, 4H, piperidine), 2.6 (s, 3H, CH3), 1.6 (m, 4H, piperidine), 1.54 (m, 2H, piperidine).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Electric Literature of 954255-04-0,Some common heterocyclic compound, 954255-04-0, name is 5,6-Difluoroindoline, molecular formula is C8H7F2N, 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 39 Adamantan-1-yl-(5,6-difluoro-2,3-dihydro-indol-1-yl)-methanone In analogy to the procedure described for the synthesis of adamantan-1-yl-(3,4-dihydro-1H-isoquinolin-2-yl)-methanone (example 1) the title compound was prepared from 5,6-difluoroindoline and adamatanecarbonyl chloride as light brown solid. MS(m/e): 318.3 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Difluoroindoline, its application will become more common.

Electric Literature of 959235-95-1, 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. 959235-95-1, name is 6-(Trifluoromethoxy)indoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-((3-(4-(fe/t-butoxy)-4-oxobutoxy)-5-nnethoxyphenyl)annino)-2-(2- (2-((fe/t-butyldinnethylsilyl)oxy)ethoxy)-4-chlorophenyl)acetic acid 8d (675 mg, 1.08 mmol) in DMF (6 ml_) were added HATU (617 mg, 1.62 mmol),diisopropylethylamine (536 muIota_, 3.24 mmol) and 6-(trifluoromethoxy)indoline [CAS 959235-95-1] (220 mg, 1.08 mmol). The reaction mixture was stirred at room temperature for 7 days. The reaction mixture was diluted with water. The precipitate was filtered off, washed with water and taken up with EtOAc. The organic layer was washed with a 10% solution of K2CO3 and water, dried over MgSO4, filtered and the solvent was concentrated under reduced pressure to give terf-butyl 4-(3-((1 -(2-(2-((fe/t-butyldimethylsilyl)oxy)ethoxy)-4-chlorophenyl)-2-oxo- 2-(6-(trifluoromethoxy)indolin-1 -yl)ethyl)amino)-5-methoxyphenoxy)butanoate 8e (385 mg). The compound was used without further purification in the next reaction step.

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, 6-(Trifluoromethoxy)indoline, other downstream synthetic routes, hurry up and to see.

These common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, 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. COA of Formula: C9H4F3NO3

General procedure: A mixture of beta-nitrostyrenes, isatin and tyrosine (1:1:1) was stirredunder heating at 100 C for 1 h in [bmim]Br (200 mg). After the reaction was completed, 10 mL of ethyl acetate was added to the reaction mixture and stirred for 15 min. The organic layer was separated, washed with water, and dried. The cycloadduct was further purified using hexane: ethyl acetate (3:2 v/v) as eluent employing column chromatography technique. After extraction of the cycloadduct, [bmim]Br wasdried under vacuum at 80 C for 2 h to exclude any water trapped from moisture and reused for subsequent runs.

The synthetic route of 5-(Trifluoromethoxy)indoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Application of 435273-55-5, 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 435273-55-5 as follows.

Example 2: Synthesis of 5,6-dimethyldibenzo[crfj/lindol-4(5//)-one; 4-Bromo-2-methylisoindolin-l-one (60 mg, 0.26 mmol) obtained in Step 3 of Example 1, 2-acetylphenylboronic acid (51 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium (12 mg, 0.01 mmol), 2- (dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl (8 mg, 0.02 mmol) and cesium carbonate (259 mg, 0.80 mmol) were dissolved in a 1 m. of ethanol-2 mNo. toluene mixture and placed in a vessel. The vessel was sealed using a septum, and heated for 5 min at 120C and for 10 min at 150C is a microwave reactor and cooled to room temperature. The reaction mixture was filtered through a cellite column while washing with ethyl acetate, and the solvent was evaporated under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 5,6- dimethyldibenzoindol-4(5H)-one (52 mg (77%)).1H NMR (300 MHz, CDCl3) delta 8.56-8.53 (m, 2H), 8.08-8.05 (m, 2H), 7.79-7.76 (m, IH), 7.65-7.59 (m, 2H), 3.75 (s, 3H), 2.84 (s, 3H).

According to the analysis of related databases, 435273-55-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 61-70-1, 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. 61-70-1, name is 1-Methylindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried reflux tube equipped with a magnetic stir bar and a Teflon stopcock was charged with aryl halide (1 mmol), oxindole (1 mmol),potassium carbonate (1.1 mmol), catalyst nanoparticles (0.05 mmol)and 1,4-dioxane (2 ml) and heated at 70 C. The mixture was vigorously stirred under these reaction conditions and completion of the reaction was monitored by TLC (EtOAc: n-hexane, 25:75). After completion of the reaction, the reaction mixture was cooled to room temperature, the magnetic nanoparticles of the catalyst were collected using a magnet. Ethyl acetate (5 mL) and water (10 mL)were added to the mixture in the next step. The aqueous layer was furtherextracted by ethyl acetate (2*5 mL). The combined organic layerswere washed with saturated brine, dried over CaCl2, filtered, and concentrated to give a residue which was purified by recrystallization from ethanol and water or by column chromatography on silica gelusing EtOAc: n-hexane, 1:7.

The chemical industry reduces the impact on the environment during synthesis 1-Methylindolin-2-one. I believe this compound will play a more active role in future production and life.

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.