40314-06-5 Archives - Indolines-derivatives

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These common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-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. Safety of 5-Methylisoindoline-1,3-dione

Example 7: Synthesis of 2-r(4′-chlorobiphenyl-4-yl)(methylsulfonyl)amino1-4-(5-methyl- 1,3 -dioxo- L3-dihydro-2H-isoindol-2-yl)butanoic acid (Compound no. 59) (Scheme III, Path G) Step a: Preparation of prop-2-en-l-yl 2-[(4′-chlorobiphenyl-4- yl)(methylsulfonyl)amino]-4-(5-methyl-l,3-dioxo-l,3-dihydro-2H-isoindol-2- yl)butanoate To a solution of hydroxyl derivative (0.250 g, 0.591 moles) in tetrahydrofuran (10 mL) were added triphenylphosphine (0.232 g, 0.88 moles) and 4-methyl phthalimide (0.104 g, 0.65 moles) at 0C. The reaction mixture was stirred for about 15 minutes and diisopropylazodicarboxylate (0.179 g, 0.0.88moles) was added to it at 0C. The reaction mixture was again stirred for about 2 hours at room temperature. After completion, solvent was evaporated to get a crude product which was purified on silica gel column using 30% ethyl acetate: hexane as eluent to get desired compound. Yield: 0.25 g.

The synthetic route of 5-Methylisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; KHERA, Manoj Kumar; PALLE, Venkata P.; SATTIGERI, Viswajanani; SATTIGERI, Jitendra; SONI, Ajay; RAUF, Abdul Rehman Abdul; SIVAKUMAR, R.; REDDY, Ranadheer R.; MUSIB, Arpita; CLIFFE, Ian A.; BHATNAGAR, Pradip Kumar; RAY, Abhijit; SRIVASTAVA, Punit; DASTIDAR, Sunanda Ghosh; WO2012/38944; (2012); A1;,
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Share a compound : C9H7NO2

Application of 40314-06-5, The chemical industry reduces the impact on the environment during synthesis 40314-06-5, name is 5-Methylisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Isolation and analytic data for 13, observed in the crossover study, was obtained by independent preparation using the following procedure. Isovaleryl chloride (65 muL, 0.53 mmol) was added to a mixture of 4-methylphthalimide (200 mg, 1.2 mmol), isobutyraldehyde (108 muL, 1.19 mmol), NaI (170 mg, 1.1 mmol), 4 A MS (100 mg), triethylamine (150 muL, 1.1 mmol), ethyl acetate (1.1 mL), and acetonitrile (1.1 mL) at room temperature and with stirring. After 24 h, the mixture was diluted in EtOAc and washed with 1 M NaOH (3×) and brine. The organic phase was dried (MgSO4) and concentrated. Purification by flash chromatography (SiO2, hexanes:EtOAc 4:1) gave 13 (105 mg, 0.33 mmol, 62%) as a white solid. 1H NMR (300 MHz, CDCl3): delta 7.76 (d, J=7.6Hz, 1H), 7.68 (s, 1H), 7.55 (d, J=7.6Hz, 1H), 6.19 (d, J=10.4Hz, 1H), 2.90 (nfom, 1H), 2.52 (s, 3H), 2.23 (d, J=7.3Hz, 2H), 2.09 (septet, J=6.7Hz, 1H), 1.08 (d, J=6.6Hz, 3H), 0.91 (d, J=6.6Hz, 3H), 0.90 (d, J=7Hz, 3H), and 0.88 (d, J=7.6Hz, 3H). 13C NMR (75 MHz, CDCl3): delta 171.9, 167.1, 166.9, 145.8, 135.0, 131.8, 128.9, 124.2, 123.6, 79.1, 43.1, 29.5, 25.6, 22.3, 22.1, 19.0, and 17.9. IR (neat): 2963, 2875, 1779, 1748, 1721, 1618, 1468, 1430, 1363, 1101, and 1006 cm-1. HRMS (ESI-TOF): Calcd for C18H23NNaO4+ [M+Na+] requires 340.1519; found 340.1522. Mp: 53-55 C.

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, 5-Methylisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Enright, Robert N.; Grinde, Jeffrey L.; Wurtz, Lincoln I.; Paeth, Matthew S.; Wittman, Tekoa R.; Cliff, Emily R.; Sankari, Yessra T.; Henningsen, Lucas T.; Tan, Chuchen; Scanlon, Joseph D.; Willoughby, Patrick H.; Tetrahedron; vol. 72; 41; (2016); p. 6397 – 6408;,
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Some tips on 40314-06-5

Application of 40314-06-5,Some common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, 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.

Intermediate 5-1Preparation of 2-(5-bromo-4-methylpyridin-3-yl)-5-methylisoindolin-1-one Step 1 A mixture of 5-methylisoindoline-1,3-dione (5.00 g, 31.0 mmol) and tin shavings (8.84 g, 74.5 mmol) in acetic acid (30 mL) and concentrated hydrochloric acid (15 mL) was heated at reflux for 3 h. The hot solution was filtered and the residual tin shavings were washed with acetic acid. The filtrate was concentrated and the residue was diluted with DCM (200 mL), and washed with water (20 mL) and brine (20 mL), dried and concentrated. The precipitate which formed during the concentration was collected by filtration and washed with DCM (5 mL) and dried under vacuum to give 5-methylisoindolin-1-one (2.3 g, 50%). 1H NMR (400 MHz, chloroform-d) delta 7.70 (1H, d, J=7.77 Hz), 7.43 (1H, s), 7.35 (1H, d, J=7.77 Hz), 4.46 (2H, s), 2.48 (3H, s). Mass spectrum m/z 148.0 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methylisoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/160303; (2010); A1;,
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New downstream synthetic route of C9H7NO2

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. 40314-06-5, name is 5-Methylisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H7NO2

Isovaleryl chloride (0.50 mL, 4.1 mmol) was added to a mixture of 4-methylphthalimide (0.78 g, 4.8 mmol), triethylamine (0.86 mL, 6.2 mmol), and acetonitrile (8.2 mL) at room temperature and with stirring. After 24 h, the mixture was diluted in EtOAc and washed with satd aq NaHCO3 and brine. The organic phase was dried (MgSO4) and concentrated. The crude material was purified by flash chromatography (SiO2, hexanes:EtOAc 4:1) to give 10 (713 mg, 2.91 mmol, 71%) as a white solid. 1H NMR (300 MHz, CDCl3): delta 7.83 (d, J=7.7Hz, 1H), 7.74 (s, 1H), 7.65 (d, J=7.6Hz, 1H), 2.90 (d, J=6.9Hz, 2H), 2.57 (s, 3H), 2.25 (septet, J=6.7Hz, 1H), and 1.03 (d, J=6.7Hz, 6H). 13C NMR (75 MHz, CDCl3): delta 171.6, 165.6, 165.5, 147.1, 136.2, 131.4, 128.5, 124.6, 124.3, 47.4, 25.0, 22.4, and 22.1. IR (neat): 2956, 1750, 1711, 1612, 1364, 1309, 1109, 1047, and 738 cm-1. HRMS: Calcd for C14H15NNaO3+ [M+Na+] requires 268.0944; found 268.0945. Mp: 180-186 C.

According to the analysis of related databases, 40314-06-5, the application of this compound in the production field has become more and more popular.

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Related Products of 40314-06-5, A common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, 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.

he starting materials were 5-methyl-phthalimide (300 mg, 1.86 mmol) and K2CO3 (257.39 mg, 1.86 mmol), in 2 mL of DMF. 6-bromoethyl hexanoate (0.33 mL, 1.86 mmol) was added to this solution, and the reaction mixture was heated at 120ºC for 24 hours. After the reaction time elapsed, it is diluted with water and an extraction with ethyl acetate (3x5mL) was performed, the organic phase was dried on MgSO4, filtered and concentrated in the rotary evaporator. A yellow liquid was obtained (564 mg, quantitative yield). 1H-NMR (C3D6O): delta 7.70 (d, 1 H, Harom, J = 7.8 Hz); 7.61 (d, 2H, Harom, J = 8.4 Hz); 4.03 (c, 2H, O-CH2CH3, J = 7.1 Hz); 3.61 (t, 2H, N-CH2, J = 7.1 Hz); 2.50 (s, 3H, Ar-CH3); 2.26 (t, 2H, CH2-CO, J = 7.4 Hz); 1.70 – 1.57 (m, 4H, CH2); 1.40 – 1.32 (m, 2H, CH2); 1.16 (t, 3H, O-CH2CH3, J = 7.2 Hz). 13C-NMR (C3D6O): 172.7 (COOEt); 168.1 (CO); 168.0 (CO); 145.4 (Carom); 134.5 (CHarom); 132.8 (Carom); 129.8 (Carom); 123.4 (CHarom); 122.8 (CHarom); 59.6 (O-CH2CH3); 37.4 (N-CH2); 33.6 (CH2-CO); 28.1 (CH2); 26.1 (CH2); 24.4 (CH2); 21.0 (Ar-CH3); 13.7 (O-CH2CH3). HR LSIMS: Calculated for C17H21NO4Na (M+Na)+ 326.1368; found 326.1371 (deviation -0.9 ppm).

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.

Reference:
Patent; Universidad De Granada; EP2045239; (2009); A1;,
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Extended knowledge of 5-Methylisoindoline-1,3-dione

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40314-06-5, its application will become more common.

Some common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, 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. Recommanded Product: 5-Methylisoindoline-1,3-dione

N-4-methylphenylglycine ethyl ester (0.3 mmol) under air atmosphere,A phthalimide compound (0.2 mmol) and cuprous chloride (0.02 mmol) were placed in a dry reaction tube with stirring magnets.Then into the test tubeAn acetonitrile solvent (2 mL) was added and the reaction tube was reacted in an air atmosphere at 60 C for 24 hours.After the reaction was completed, it was cooled to room temperature, and the solvent was distilled off under reduced pressure using a rotary evaporator.The residue was purified by column chromatography to give a pure pale yellow solid 3 mThe yield was 65%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40314-06-5, its application will become more common.

Reference:
Patent; Donghua University Of Science And Technology; Zhu Zhiqiang; Xiao Lijin; Xie Zongbo; Yue Changgao; (12 pag.)CN108623514; (2018); A;,
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Introduction of a new synthetic route about 5-Methylisoindoline-1,3-dione

The synthetic route of 40314-06-5 has been constantly updated, and we look forward to future research findings.

Reference of 40314-06-5, These common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-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.

Isolation and analytic data for 14, observed in the crossover study, was obtained by independent preparation using the following procedure. Benzoyl chloride (62 muL, 0.54 mmol) was added to a mixture of 4-methylphthalimide (200 mg, 1.2 mmol), isobutyraldehyde (108 muL, 1.19 mmol), NaI (160 mg, 1.1 mmol), 4 A MS (100 mg), triethylamine (150 muL, 1.1 mmol), ethyl acetate (1.1 mL), and acetonitrile (1.1 mL) at room temperature and with stirring. After 24 h, the mixture was diluted in EtOAc and washed with 1 M NaOH (3¡Á) and brine. The organic phase was dried (MgSO4) and concentrated. Purification by flash chromatography (SiO2, hexanes:EtOAc 6:1) gave 14 (145 mg, 0.43 mmol, 80%) as a yellow oil. 1H NMR (300 MHz, CDCl3): delta 8.09 (d, J=7.7Hz, 2H), 7.75 (d, J=7.6Hz, 1H), 7.67 (s, 1H), 7.50-7.60 (m, 2H), 7.43 (dd, J=7.6, 7.8Hz, 2H), 6.46 (d, J=10.4Hz, 1H), 3.09 (nfom, 1H), 2.50 (s, 3H), 1.15 (d, J=6.7Hz, 3H), and 0.96 (d, J=6.8Hz, 3H). 13C NMR (75 MHz, CDCl3): delta 167.1, 167.0, 165.3, 145.8, 135.0, 133.5, 131.9, 130.0, 129.4, 128.9, 128.5, 124.2, 123.7, 79.7, 29.8, 22.1, 19.1, and 18.0. IR (neat): 2965, 2938, 2874, 1780, 1748, 1720, 1469, 1373, 1359, 1223, and 720 cm-1. HRMS (ESI-TOF): Calcd for C20H19NNaO4+ [M+Na+] requires 360.1206; found 360.1223.

The synthetic route of 40314-06-5 has been constantly updated, and we look forward to future research findings.

Brief introduction of 40314-06-5

Reference of 40314-06-5, The chemical industry reduces the impact on the environment during synthesis 40314-06-5, name is 5-Methylisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

General procedure: Phthalic anhydride or its derivatives (2.0 mmol) and 4-aminobutyric acid (2.0 mmol) were added to glacial acetic acid (10 mL) and heated to 100 C for 3 h. The reaction was quenched with water (10 mL) and was adjusted to pH 6-8 with NaOH (0.1 mol/L). The mixture was extracted with dichloromethane (10 mL ¡Á 3), and the organic layer was washed with aq. NaHCO3, and water and then evaporated to afford intermediate.

Reference:
Article; Wu, Hongna; Wu, Jun; Zhang, Wenxuan; Li, Zhongwen; Fang, Jinhui; Lian, Xu; Qin, Tong; Hao, Jie; Zhou, Qi; Wu, Song; Bioorganic and Medicinal Chemistry Letters; vol. 29; 7; (2019); p. 870 – 872;,
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Introduction of a new synthetic route about 40314-06-5

Synthetic Route of 40314-06-5,Some common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, 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.

General procedure: To a solution of N-arylglycine esters 1 (0.3 mmol) in MeCN(2 mL) were added imides or amides 2 (0.2 mmol) and CuCl(2.0 mg, 0.02 mmol). Then, the reaction mixture was stirred at60 C under air atmosphere until the reaction was completed.Then, the resulting mixture was concentrated under vacuum,and the residue was purified by column chromatography (silicagel, petroleum ether/EtOAc as an eluent) to afford the correspondingproducts 3.(10)

Reference:
Article; Xiao, Li-Jin; Zhu, Zhi-Qiang; Guo, Dong; Xie, Zong-Bo; Lu, Yue; Le, Zhang-Gao; Synlett; vol. 29; 12; (2018); p. 1659 – 1663;,
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