Category: 56341-37-8

Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. , Category: indolines-derivatives, 56341-37-8, Name is 6-Chlorooxindole, molecular formula is C8H6ClNO, belongs to indolines-derivatives compound. In a document, author is Youssef, M. Adel, introduce the new discover.

A set of dispiro[indoline-3,2 ‘-pyrrolidine-3 ‘,3 ”-pyrrolidines]8a-lwas regioselectively synthesized utilizing multi-component azomethine cycloaddition reaction of 3-(arylmethylidene)pyrrolidine-2,5-diones5a-e, isatins6a-cand sarcosine7. Single crystal X-ray studies of8cadd conclusive support for the structure. Compounds8eand8greveal cholinesterase inhibitory properties with promising efficacy against both AChE and BChE and were found to be more selective towards AChE than BChE as indicted by the selectivity index like Donepezil (a clinically used cholinesterase inhibitory drug). Molecular modeling studies assist in understanding the bio-observations and identifying the responsible parameters behind biological properties.

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 56341-37-8. Category: indolines-derivatives.

Reference:
Indoline – Wikipedia,
,Indoline | C8H9N – PubChem

Application of 56341-37-8,Some common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, 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.

To the mixture of 6-chloro-2-oxindole (5.3 g, 32 mmol) (Crescent) and 3-chloro-4-fluorobenzaldehyde (5 g, 32 mmol) (Aldrich) in methanol (200 mL) was added piperidine (2.7 g, 32 mmol) (Aldrich) dropwise. The mixture was then heated at 50 C. for 3 h. After cooled to 4 C., the mixture was filtered and resulting precipitate was collected, dried to give E/Z-6-chloro-3-(3-chloro-4-fluoro-benzylidene)-1,3-dihydro-indol-2-one as a yellow solid (Yield 8 g, 82%).

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

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Graves, Bradford James; Jiang, Nan; Zhang, Jing; Zhang, Zhuming; US2011/130398; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 56341-37-8, These common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, 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.

Preparation of 5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl] ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one: (i) Preparation of 6-chloro-5-(chloroacetyl)oxindole : charge 250 ml of methylene dichloride and 100 gm of 6-chloro-oxindole in a 3 litre three neck flask under nitrogen atmosphere at 25 to 30C. Cool gradually to 0 to 5C under stirring and charge 199 gm of anhydrous aluminium chloride in portions at 0 to [50c] and stir for 15 min at 0 to 5C. Add 87.6 gm of chloroacetyl chloride slowly at 0 to 5C over 30 mins. Stir at 0 to 5C for 30 mins. Heat the reaction mixture slowly to reflux (40 to 45C)] over 30 mins. Reflux for 12 hrs. On completion of reaction cool the reaction mixture to 25 to 30C, pour into 1 kg ice, 50 ml of conc. HCl and 450 ml of demin water at 0 to 10C under stirring over 30 mins. Stir for 30 mins, filter solid product and wash with demin water. Prepare a slurry of the solids in hexane and suck dry the product. Dry the product at 70 to 75C.

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; WO2003/99198; (2003); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 56341-37-8, These common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, 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.

EXAMPLE 1Preparation of intermediate E/Z-6-chloro-3-[1-(3-chlorophenyl)-methylidene]-1,3-dihydro-indol-2-one To the mixture of 6-chlorooxindole (16.2 g, 92 mmol) (Crescent) and 3-chloro-benzaldehyde (12.9 g, 92 mmol) (Aldrich) in methanol (109 mL) was added pyrrolidine (6.55 g, 92 mmol) (Aldrich) dropwise. The mixture was then heated at 70 C. for 3 h. After cooled to 4 C., the mixture was filtered and resulting precipitate was collected, dried to give a mixture of E/Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid (Yield 25.2 g, 94.4%).

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu, Jin-Jun; Zhang, Zhuming; US2008/114013; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 56341-37-8 as follows. category: indolines-derivatives

To the mixture of 6-chloro-2-oxindole (3.9 g, 23 mmol) (Alfa) and 3-bromoo-2-fluorobenzaldehyde (4.7 g, 23 mmol) (Oakwood) in methanol (200 mL) was added piperidine (2 g, 24 mmol) (Aldrich) dropwise. The mixture was then heated at 80 C. for 2 h. After cooled to 4 C., the mixture was filtered and resulting precipitate was collected, dried to give E/Z-3-(3-bromo-2-fluoro-benzylidene)-6-chloro-1,3-dihydro-indol-2-one as a yellow solid (Yield 7.5 g, 92%).

According to the analysis of related databases, 56341-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Graves, Bradford James; Jiang, Nan; Zhang, Jing; Zhang, Zhuming; US2011/130398; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 56341-37-8, 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. 56341-37-8, name is 6-Chlorooxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 30a E/Z-6-Chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one To the mixture of 6-chlorooxindole (16.2 g, 92 mmol) (Crescent) and 3-chlorobenzaldehyde (12.9 g, 92 mmol) (Aldrich) in methanol (109 mL) was added pyrrolidine (6.55 g, 92 mmol) (Aldrich) dropwisely. The mixture was then heated at 70 C. for 3 hours. After cooling to 4 C., the resulting precipitate was collected and dried to give E/Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid. (Yield 25.2 g, 95%).

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-Chlorooxindole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Luk, Kim-Chun; So, Sung-Sau; Zhang, Jing; Zhang, Zhuming; US2006/293319; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

56341-37-8, name is 6-Chlorooxindole, 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 56341-37-8 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

56341-37-8, name is 6-Chlorooxindole, 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. Product Details of 56341-37-8

General procedure: Synthesis of 6-chlorooxindole derivatives was carried out by refluxing 6-chlorooxindole with different aromatic aldehydes in ethanol in the presence of a catalytic amount of piperidine. The reaction mixture was refluxed for 3 h. After completion of reactionas determined by TLC analysis, the contents were cooled and concentrated at reduced pressure to afford solid 3-oxindole derivatives. The product was washed with equal volumes of a mixture of hexane-ethyl acetate (25 mL) and dried to afford compounds 1-25.20 1H NMR, EI spectroscopy and CHN analysis were used for the determination of their structures. 4.1.18 (E)-3-(3-Methoxybenzylidene)-6-chloroindolin-2-one (18) Yield: 0.24 g (84%); 1H NMR (500 MHz, DMSO-d6): delta 10.75 (s, 1H, -NH), 7.63 (s, 1H, =CH), 7.52 (d, 1H, J4,5 = 8.0 Hz, H-4), 7.43 (t, 1H, J5′(4′,6′) = 8.0, H-5′), 7.24(t, 1H, J4′(3′,5′) = 8.0, H-4′), 7.23 (d, 1H, J6′,5′ = 8.0 Hz, H-6′), 7.04 (d, 1H, J3′,4′ = 8.0 Hz, H-3′), 6.93 (dd, 1H, J5,7 = 1.5, J5,4 = 8.0 Hz, H-5), 6.88 (d, 1H, J7,5 = 1.5 Hz, H-7), 3.79 (s, 3H, -OMe); MS: m/z (rel. abund.%) 285 (M+, 100), 178 (59), 152 (32), 63 (56); Anal. Calcd for C16H12ClNO2 (285.72): C, 67.26; H, 4.23; Cl, 12.41; N, 4.90; O, 11.20; Found: C, 67.28; H, 4.22; N, 4.88.

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khan, Momin; Yousaf, Muhammad; Wadood, Abdul; Junaid, Muhammad; Ashraf, Muhammad; Alam, Umber; Ali, Muhammad; Arshad, Muhammad; Hussain, Zahid; Khan, Khalid Mohammed; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3441 – 3448;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 56341-37-8, 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 56341-37-8 as follows.

General procedure: To the phenstatin-3-aldehyde/isocombretastatin-3-aldehyde(16a-b) (0.303 mmol/0.304 mmol) prepared in the above stepwas added corresponding substituted oxindoles (17a-h)(0.303 mmol) and catalytic amount of piperidine (1.0 ml) in ethanol.Heated the reaction mixture to reflux for 4 h at 85 C. The solidcompounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying thefinal compounds phenstatin/isocombretastatin-oxindole analogs(5a-h and 6a-h) were obtained as pure solids (yield 71-90%).

According to the analysis of related databases, 56341-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kumar, G. Bharath; Nayak, V. Lakshma; Sayeed, Ibrahim Bin; Reddy, Vangala Santhosh; Shaik, Anver Basha; Mahesh, Rasala; Baig, Mirza Feroz; Shareef, Mohd Adil; Ravikumar; Kamal, Ahmed; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1729 – 1740;,
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. 56341-37-8, name is 6-Chlorooxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 6-Chlorooxindole

EXAMPLE 9b; Preparation of intermediate E/Z-2-[4-bromo-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-methyl-propionic acid ethyl ester; To the mixture of 6-chlorooxindole (10.6 g, 63 mmol) and 2-(4-bromo-2-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (20 g, 63 mmol) in methanol (150 mL) was added pyrrolidine (4.5 g, 6 3 mmol) dropwise. The mixture was then heated at 70 C. for 1 h. After cooled to 4 C., the mixture was filtered and the precipitate was collected, dried to give a mixture of E/Z-2-[4-bromo-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-methyl-propionic acid ethyl ester (18.5 g, 63%).

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem