Category: 84575-27-9

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. 84575-27-9, name is 7-Methoxyindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H7NO3

General procedure: To a stirred solution of ethyl 2-(triphenylphosphoranylidene)acetate (3.83 g, 11.0 mmol) in CH2Cl2 (30.0 mL) was added isatin (1.47 g, 10.0 mmol) at 0 C. After stirring for 8 h at 0 C, the mixture was concentrated by rotary evaporation. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=3:1-10:1) to afford the compound 1a as a red solid (1.78 g, 82 %).

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 84575-27-9.

Reference:
Article; Zhao, Jia; Guan, Shuicheng; Zhou, Xiaojian; Han, Wenyong; Cui, Baodong; Chen, Yongzheng; Tetrahedron; vol. 72; 22; (2016); p. 3098 – 3104;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 84575-27-9, name is 7-Methoxyindoline-2,3-dione, molecular formula is C9H7NO3, 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. Quality Control of 7-Methoxyindoline-2,3-dione

To a suspension of 7-methoxyindoline-2,3-dione (1.0 g, 5.6 mmol) in AcOH (5.6 mL) was added bromine (0.35 mL, 6.7 mmol) at 0 C. The mixture was allowed to stir at rt for 2 h and was then poured into ice and stirred for 0.5 h. The resulting mixture was filtered and the solids were washed with H2O to afford the title compound as an orange solid (1.3 g, 92%). MS (ESI): mass calcd. for C9H6BrNO3, 256.0; m/z found, 257.6 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta 11.22 (s, 1H), 7.48 (d, J=1.7 Hz, 1H), 7.25 (dd, J=1.8, 0.7 Hz, 1H), 3.90 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 84575-27-9, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Gyuris, Mario; Laforteza, Brian Ngo; Lebold, Terry Patrick; Meyer, Stephen Todd; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; Wade, Warren Stanfield; Gerencser, Janos; (87 pag.)US2018/111933; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 84575-27-9, These common heterocyclic compound, 84575-27-9, name is 7-Methoxyindoline-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.

In another example, N-methyl-7-methoxyindoline-2,3-dione (S5) is prepared according to Scheme 1h: To a solution of 7-methoxyindoline-2,3-dione (SM5) (16.7 g, 94.3 mmol, 1.0 equiv) and N,N-dimethylformamide (205 mL) was added sodium hydride (4.41 g, 104 mmol, 60% dispersion in mineral oil, 1.1 equiv) at rt. After 10 min, iodomethane (6.45 mL, 104 mmol, 1.1 equiv) was added, and the reaction mixture was maintained at rt for 4 hr. The reaction mixture was then poured into ice water (800 mL) and the resulting dark red precipitate was collected by vacuum filtration. The solid was washed with water (2*300 mL), redissolved in dichloromethane (700 mL), dried over MgSO4, and concentrated to provide isatin S5 (16.1 g, 90%) as a dark red solid: 1H NMR (500 MHz, CDCl3) delta 7.22 (dd, J=7.4, 1.1, 1H), 7.16 (dd, J=8.3, 1.0, 1H), 7.04 (dd, J=8.3, 7.4, 1H), 3.90 (s, 3H), 3.50 (s, 3H), 0.95 (s, 3H); HRMS-ESI (m/z) [M+Na]+ calcd for C10H9NO3Na, 214.0480; found, 214.0482.

Statistics shows that 7-Methoxyindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 84575-27-9.

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. 84575-27-9, name is 7-Methoxyindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H7NO3

To 7-methoxy-1 H-indole-2,3-dione (SM-1 b) (500 mg; 2.82 mmol) in DMF (5.0 mL) is added K2C03 (585 mg; 4.23 mmol) in one portion. The reaction mixture is stirred at rt for 30 min before iodomethane (SM-5b) (0.230 mL; 3.67 mmol) is added and stirring is continued at rt for 2 h. The reaction mixture is poured into water, acidified with 4 N HCIaq. and stirred for 30 min. The resulting precipitate is collected by filtration, washed with water and dried in vacuo to give 7-methoxy-1 -methyl-2,3-dihydro-1 H-indole-2,3-dione (A-2a) (HPLC-MS: tRet. = 0.87 min; MS (M+H)+ = 192; method 1 ).

The synthetic route of 84575-27-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; STEURER, Steffen; DAHMANN, Georg; KERRES, Nina; KOEGL, Manfred; (210 pag.)WO2018/108704; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 84575-27-9, name is 7-Methoxyindoline-2,3-dione, A new synthetic method of this compound is introduced below., Product Details of 84575-27-9

To a stirring suspension of 7-methoxyindoline-2,3-dione (11 g, 64 mmol) in water (64 ml) was added potassium hydroxide (5.5 g, 80 mmol). The reaction mixture was stirred at 40C for 5h. The reaction mixure was allowed to cool to room temperature, the precipitate was removed through filtration and the filtrate lyophilized to give the title compound as a white solid. The product was used without purification in the next step. LC/MS = 196 [M+1].

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; MERCK SHARP & DOHME CORP.; ALI, Amjad; ZHOU, Gang; KUANG, Rongze; LIM, Yeon-Hee; LO, Michael Man-Chu; TING, Pauline, C.; BIJU, Purakkattle; RUIZ, Manuel de Lera; DEGRADO, Sylvia, J.; TUNG, Alexander, L.; HENDERSON, Timothy, J.; HONG, Liwu; KIM, Jae-Hun; KIM, David Won-Shik; LEE, Joe, F.; WU, Jie; WU, Heping; XIAO, Yushi; YU, Tao; ZHU, Xiaohong; MCCORMICK, Kevin, D.; TAGAT, Jayaram, R.; XIAO, Dong; KHAN, Tanweer; CAO, Jianhua; BERLIN, Michael; ZHANG, Yonglian; (80 pag.)WO2016/126570; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 84575-27-9,Some common heterocyclic compound, 84575-27-9, name is 7-Methoxyindoline-2,3-dione, molecular formula is C9H7NO3, 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.

To a suspension of 7-methoxyindoline-2,3-dione (1 g, 5.6 mmol) in AcOH (5.6 mL) was added bromine (0.35 mL, 6.7 mmol) at 0 C. The mixture was allowed to stir at ambient temperature for 2 hours and then poured into ice and stirred for 30 minutes. The resulting mixture was filtered and the solids were washed with H2O to afford the title compound as an orange solid (1.3 g, 92%). MS (ESI): mass calcd. for C9H6BrNO3, 256.0; m/z found, 257.6 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta 11.22 (s, 1H), 7.48 (d, J=1.7 Hz, 1H), 7.25 (dd, J=1.8, 0.7 Hz, 1H), 3.90 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Methoxyindoline-2,3-dione, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 84575-27-9, 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. 84575-27-9, name is 7-Methoxyindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of PPh3 (1.1 eq), isatin or 5-nitro-isatin (1.0 eq), andsubstituted 2-bromoacetate (1.1 eq) was heated at 80 C, then morpholine (1.1 eq) was added. After the reaction completion and cooling to the room temperature, the mixture was diluted with water, extracted with CH2Cl2, and the organic phase was dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by chromatography using Petroleum ether/Ethyl acetate to give the target compounds.

The chemical industry reduces the impact on the environment during synthesis 7-Methoxyindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Article; Song, Zhuang; Chen, Cai-Ping; Liu, Jun; Wen, Xiaoan; Sun, Hongbin; Yuan, Haoliang; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 809 – 819;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem