Category: 3416-57-7

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 3416-57-7 as follows. 3416-57-7

[00653] To a mixture of 89 (4.00 g, 19.7 mmol, 1.0 eq), 4-methylbenzenesulfonic acid (1.02 g, 5.91 mmol, 0.3 eq) and ethane-1,2-diol (20 mL) in toluene (20 mL) was stirred at 110 C overnight under nitrogen. The mixture was concentrated and the residue was purified by SGC (petroleum ether / ethyl acetate, 5 / 1) to afford the desired product 90 (2.90 g, 11.7 mmol, 59.5%) as a white solid.[00654] LCMS: ESI-MS: m/z: 248.2 [M+H1 RT = 1.49 mm. (Method A)

According to the analysis of related databases, 3416-57-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 3416-57-7

To a mixture of N-acetonylphthalamide 3 (8.8 g, 43.3 mmol) and pyrrole (40 mL) was added TFA (3.2 mL, 43.3 mmol) in one portion. The reaction solution was stirred for 10 h at room temperature. The reaction was quenched by adding triethylamine (5 mL). The residual pyrrole was then removed by evaporation in vacuo. To the resulting brownish sticky oil, CH2Cl2 (150 mL) and 10% aqueous NaOH (100 mL) were added, before the organic layer was separated off and washed three times with 120 mL of water. The organic layer was dried over anhydrous MgSO4 and the solvent was removed invacuo to give a brownish sticky oil. The crude product was purifiedby column chromatography over silica gel (1:1 ethyl acetate: hexanesv/v) to give 6.17 g (44.7% yield) of 4 as a pale yellowish solid: 1H NMR (600 MHz, DMSO-d6) delta 10.39 (s, 2H), 7.80 (s, 4H), 6.60-6.59 (q, 2H, J = 2.4 Hz), 5.85-5.84 (q, 2H, J = 2.4 Hz), 5.79-5.78 (m, 2H), 4.07 (s, 2H), 1.57 (s, 3H); 13C NMR (150 MHz, DMSO-d6) delta 167.6, 135.0, 134.1, 131.5, 122.8, 117.1, 106.3, 104.4, 46.8, 40.5, 24.4. HRMS(ESI): m/z calcd for C19H17N3O2 [M – H]-: 318.1243; found 318.1249.

Statistics shows that 3416-57-7 is playing an increasingly important role. we look forward to future research findings about 2-(2-Oxopropyl)isoindoline-1,3-dione.

Reference:
Article; He, Ying-Chun; Ren, Zhen-Xing; Zhao, Xue-Feng; Zhang, Yong-Bin; Wang, Jun-Hong; Chao, Jian-Bin; Wang, Meng-Liang; Tetrahedron; vol. 75; 36; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7, Adding a certain compound to certain chemical reactions, such as: 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, 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 3416-57-7.

(1) Synthesis of N-[2-(N-methoxyimino)propyl]-phthalimide 1.33 g (6.55 mmol) of N-(2-oxopropyl)phthalimide was dissolved in 30 ml of ethanol and to the solution was added 1.64 g (19.7 mmol) of O-methylhydroxylamine hydrochloride. To this suspension was added 20 ml of 2N aqueous sodium hydroxide solution, followed by being stirred at room temperature for 12 hours. The reaction mixture was poured into 100 ml of water and extracted with chloroform (30 ml*3), and the combined organic layer was dried over magnesium sulfate. Chloroform was distilled off and the residual solids were washed with hexane to give 1.03 g (yield 68%) of the titled compound as colorless crystals. Melting point 114-131 C., 1 H-NMR spectrum (DMSO-d6, TMS as internal standard); delta=1.83(s, 3H), 3.73(s, 3H), 4.35(m, 2H), 7.82(s, 4H)ppm, IR spectrum (KBr); numax=2870w, 1680s, 1360s, 1315s, 1035s, 900w, 825m, 695m cm-1,

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, 2-(2-Oxopropyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsubishi Gas Chemical Co., Inc.; US5211738; (1993); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7, A common heterocyclic compound, 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, molecular formula is C11H9NO3, 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.

[0317] To a solution of 2-(2-oxopropyl)isoindoline-1,3-dione (1 g, 4.9 mmol) in 20 mL ofDMF-DMA was added some of 4A molecular sieve. The reaction mixture was stirred at 100 Cunder N2 for 15 hr. After cooling down toRT, the mixture was filtered and collected 600 mg(47.5%) of crude (E)-2-(4-(dimethylamino)-2-oxobut-3-enyl) isoindoline-1,3-dione as a solid.MS (ESI) m/e [M+It 259.1.

The synthetic route of 3416-57-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GUO, Yunhang; BEIGENE, LTD.; WANG, Zhiwei; WO2014/173289; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7, Adding some certain compound to certain chemical reactions, such as: 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, 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 3416-57-7.

5.5. Examples 5-13; Similar to Examples 3 and 4,5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol was prepared using the following solvent/base combinations for the preparation of the 2-amino-4-methyl-1H-pyrrole-3-carboxamide intermediate:

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3416-57-7.

Reference:
Patent; Bednarz, Mark S.; Kanamarlapudi, Ramanaiah C.; Wu, Wenxue; US2008/97098; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7, The chemical industry reduces the impact on the environment during synthesis 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

A solution of 2-(2-oxopropyl)isoindoline-1,3-dione (101.0 g, 500.0 mmol) in 1,1- dimethoxy-N,N-dimethylmethanamine (400 mL) was heated at 70 C for about 16 h. Cooled to ambient temperature, PE (200 mL) was added, the mixture was stirred at ambient temperature for 1 h. The precipitate was collected by filtration. The solids were placed into a 500 ml round-bottom flask, HOAc (120 mL) was added, the mixture was stirred at ambient temperature for 40 mm and filtrated, the filtrate was concentrated to remove HOAc. The residue was recrystallized from EA (150 mL) to give the product as a yellow solid (18 g, 14.0%). MS (ESI, m/e) [M+1] 258.9.

The chemical industry reduces the impact on the environment during synthesis 2-(2-Oxopropyl)isoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BEIGENE, LTD.; WANG, Zhiwei; GUO, Yunhang; YU, Desheng; (98 pag.)WO2019/34009; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3416-57-7,Some common heterocyclic compound, 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, molecular formula is C11H9NO3, 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.

Step 1: (E&Z)-2-(4-(Dimethylamino)-2-oxobut-3-en-1-yl)isoindoline-1,3-dione A mixture of 2-(2-oxopropyl)isoindoline-1,3-dione (2.03 g, 10 mmol) and 1,1-dimethoxy-N,N-dimethyl-methanamine (1.3 ml, 10 mmol) was irradiated by microwave at 180 C. for 20 minutes. The resulting solid was recrystallized from ethanol to provide the title product as a mixture of cis- & trans-isomers 2.34 g (91% yield). ESMS(M+1)=259.10.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Oxopropyl)isoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Lauffer, David J.; Bemis, Guy; Boyd, Michael; Deininger, David; Deng, Hongbo; Dorsch, Warren; Gu, Wenxin; Hoover, Russell R.; Johnson, JR., Mac Arthur; Ledeboer, Mark Willem; Ledford, Brian; Maltais, Francois; Penney, Marina; Takemoto, Darin; Waal, Nathan D.; Weng, Tiansheng; (667 pag.)US2019/322673; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 3416-57-7

To a refluxed mixture of 4.63 M sodium methoxide in methanol (55.0 mL, 254 mmol) and methanol (500 mL) was added solid N-acethonylphthalimide (25.00 g, 123.0 mmol, from TCI) in one portion. After addition, the reaction was heated at reflux for 2 hours, then cooled at 0 C and neutralized with 1 N HCl. The resulting suspension was stirred at 0 C for 30 minutes and then filtered under reduced pressure, washed with a small amount of water and air dried. The resulting solid was further dried under vacuum, over P2O5, to give the desired product (21.2 g, 85%). LCMS calculated for CnHi0NO3 (M+H)+: m/z = 204.1; Found: 204.0.

The synthetic route of 3416-57-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; LI, Yun-Long; COMBS, Andrew, P.; YUE, Eddy, W.; LI, Hui-Yin; WO2011/75630; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, 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 3416-57-7. 3416-57-7

A 20-mL Schlenk replaced with argon was cooled to 0 C. in an ice bath, and methanol (5 mL), methylene chloride (5 mL), phthalsuccinimidyl acetone 2 (MW: 203.19) (406.4 mg), (R)-1-phenylethylamine (MW: 121.18) (283.6 mL), and formic acid (MW: 46.03) (226.4 mL) were added. (S)-Catalyst 1 (MW: 562.15) (5.65 mg) was added thereto, and the mixture was stirred with heating at 30 C. for 16 h. After 16 h, 1H-NMR spectrum was measured to confirm the generation of desired product with a conversion rate of 63%. Regarding the diastereomer ratio, generation of a single diastereomer (>99% de) was confirmed in H-NMR spectrum in deuterated chloroform.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-(2-Oxopropyl)isoindoline-1,3-dione.

Reference:
Patent; Kanto Kagaku Kabushiki Kaisha; Watanabe, Masahito; Takemoto, Toshihide; Tanaka, Kouichi; Murata, Kunihiko; (36 pag.)US2016/60282; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem