Category: 25369-33-9

Related Products of 25369-33-9, 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 25369-33-9 as follows.

General procedure: A reaction mixture of the proper substituted indolin-2-ones 6,aldehyde (1.2 eq.), and piperidine (0.1 eq.) in ethanol (1 mL/0.5 mmol oxindole) was refluxed for 3-5 h, under nitrogen atmosphere. After, the mixture was cooled and put on ice, where the product precipitated. The product was filtered in vacuum with cold ethanol [10,14-17]. Finally, the product was placed in the vacuum desiccators to give the expected compound. The indolin-2-ones 3e was generated through substituted isatin in the presence of hydrazine monohydrate and ethylene glycerol, under reflux [18].

According to the analysis of related databases, 25369-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nunes, Rute C.; Ribeiro, Carlos J.A.; Monteiro, Angelo; Rodrigues, Cecilia M.P.; Amaral, Joana D.; Santos, Maria M.M.; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 168 – 179;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

25369-33-9, name is 7-Chloroindolin-2-one, 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. category: indolines-derivatives

General procedure: To a 25 mL round bottomed flask was added different substituted oxindoles 8 (0.2 mmol, 1.0 equiv.) and bromoethylsulfonium salt 9 (132.99 mg, 0.3 mmol, 1.5 equiv.), DMF (2 mL). The mixture was stirred at room temperature for 5min and Et3N (61.88 mg, 0.6 mmol, 3.0 equiv.) was added into reaction system. The mixture was stirred for 6h at room temperature until the reaction completed, quenched with saturated ammonium chloride solution (5 mL), and was extracted with EtOAc (3¡Á30 mL). The combined organic layer washed with H2O (2¡Á10 mL), dried with anhydrous sodium sulfate. After concentration, product was purified using column chromatography on silica gel with suitable eluent.

The synthetic route of 25369-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qin, Hui; Miao, Yuanyuan; Zhang, Ke; Xu, Jian; Sun, Haopeng; Liu, Wenyuan; Feng, Feng; Qu, Wei; Tetrahedron; vol. 74; 47; (2018); p. 6809 – 6814;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 25369-33-9,Some common heterocyclic compound, 25369-33-9, name is 7-Chloroindolin-2-one, molecular formula is C8H6ClNO, 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: DMF-DMA (2.66 mL, 20.0 mmol) was added to a solution of the appropriate indole (0.78 mmol) in toluene (3 mL). The mixture was stirred for 2-4 h. The precipitate was collected by filtration and washed with dichloromethane.

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

Reference:
Article; Praveen Kumar; Gut, Jiri; Guedes, Rita C.; Rosenthal, Philip J.; Santos, Maria M.M.; Moreira, Rui; European Journal of Medicinal Chemistry; vol. 46; 3; (2011); p. 927 – 933;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 25369-33-9, name is 7-Chloroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H6ClNO

To a cooled (0 C.) solution of 7-chioroindolin-2- one (1.0 g, 6.0 mmol) in TFA (11 mE) was added N-bromosuccinimide (1.0 g, 6.0 mmol) in portions. The reaction mixture was stirred at 0 C. for 6 h. The solvent was removed in vacuo and the residue was diluted with DCM (25 mE) and concentrated, followed by a similar sequence with EtOAc. The crude product was triturated with ethanol to provide the title compound as a white solid (861 mg, 58% yield). MS (ESI): mass calcd. for C8H5I3rC1NO, 244.9; mlz found, 246.0 [M+H]. ?H NMR (500 MHz, DMSO-d5) oe 10.92 (s, 1H), 7.52-7.48 (m, 1H), 7.38 (d, J=1.2 Hz, 1H),3.62 (s, 2H).

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 25369-33-9.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Savall, Brad M.; Wade, Warren Stanfield; Meyer, Stephen Todd; Gyuris, Mario; (39 pag.)US2018/111925; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 25369-33-9, name is 7-Chloroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 7-Chloroindolin-2-one

1-(7-Chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-6,7-dihydro-2H-pyrano[3,4-c]pyrrol-4-one 7-Chloro-1,3-dihydro-indol-2-one was condensed with 4-oxo-2,4,6,7-tetrahydro-pyrano[3,4-c]pyrrole-1-carbaldehyde to give the title compound. MS m/z 315.2 [M++1].

According to the analysis of related databases, 25369-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tang, Peng Cho; Miller, Todd A.; Li, Xiaoyuan; Zhang, Ruofei; Cui, Jinrong; Huang, Ping; Wei, Chung Chun; US2002/42427; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 25369-33-9, name is 7-Chloroindolin-2-one, 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 25369-33-9. 25369-33-9

To a cooled (0 C.) solution of 7-chloroindolin-2-one (1.0 g, 6.0 mmol) in TFA (11 mL) was added N-bromosuccinimide (1.0 g, 6.0 mmol) portion wise, and the resulting mixture was stirred at 0 C. for 6 h. The solvent was removed in vacuo and the residue was diluted and evaporated successively with DCM (25 mL) and EtOAc (25 mL). The crude product was triturated with EtOH to provide the title compound as a white solid (861 mg, 58% yield). MS (ESI): mass calcd. for C8H5BrClNO, 244.9; m/z found, 246.0 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 10.92 (s, 1H), 7.52-7.48 (m, 1H), 7.38 (d, J=1.2 Hz, 1H), 3.62 (s, 2H).

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 7-Chloroindolin-2-one.

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