Category: 15362-40-0

15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, 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

Pyrrole-2-carboxaldehyde (1 mmol) and 1-(2,6-dichlorophenyl)-2-indolinone (1 mmol) were taken in CHCl3 (solvent) and catalytic amount of piperidine (0.2 mmol) was added and then the mixture was subjected to microwave irradiations at 100 C for 1 hr. TLC was used for monitoring the progress of the reaction and after the completion of reaction, it was quenched by adding water. Later the product was extracted with CHCl3 (2 x 50 ml), dried over Na2SO4 and evaporated in vacuum. The crude product was then purified by recrystallization from CHCl3: Methanol (1:3) to get pure product 3e. Yellow Solid, yield 87.2%, mp 178-180 C; IR (KBr): 3469, 3082, 1678, 1597, 1578, 1485; 1H NMR (500 MHz, CDCl3) delta: 6.41-6.43 (m, 1H, ArH), 6.49-6.51 (m, 1H, ArH), 6.85-6.86 (m, 1H, ArH), 7.14-7.21 (m, 3H, ArH), 7.41-7.45 (m, 1H, ArH), 7.56-7.57 (s, 2H, ArH), 7.58 (s, 1H, ArH), 7.61-7.63 (m, 1H, ArH), 13.22 (s, 1H, NH); 13C NMR (125 MHz, CDCl3) delta: 109.0, 111.89, 115.25, 118.2, 121.2, 122.7, 124.9, 125.7, 126.8, 127.3, 128.9, 130.0, 130.7, 135.8, 138.7, 167.2; HRMS (ESI) m/z for C19H12Cl2N2O [M+H]+ calcd. 355.0994, found 355.0326.

The synthetic route of 15362-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaur, Jagroop; Kaur, Baljit; Singh, Palwinder; Bioorganic and Medicinal Chemistry Letters; vol. 28; 2; (2018); p. 129 – 133;,
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Electric Literature of 15362-40-0, 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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 9 1-(2,6-Dichlorophenyl)-3-isopropylidene-1,3-di-hydro-2H-indol-2-one 1-(2,6-Dichlorophenyl)-oxindole (27.8 g; 0.10 mole) is dissolved in 300 ml of acetone, pyrrolidine (10 ml; 0.12 mole) is measured to the solution and it is warmed to reflux temperature. The reaction mixture is refluxed for 3 hours and the solution is evaporated. The product separated in crystalline form is dissolved in dichloro-methane, extracted twice with 10% hydrogen chloride, the organic phase is dried over sodium sulfate, clarified with bone coal, filtered and evaporated. The product is used for the catalytic hydrogenation without recrystallization. Analytical samples may be obtained by recrystal-lization from ethyl acetate. Yield: 31.82 g of yellow crystal (97%). M.p.: 180-182 C. (ethyl acetate). IR (KBr): 1700 (C=O), 793 cm-1. 1H-NMR (CDCl3, TMS, 400 MHz): 2.46 (3H, s), 2.66 (3H, s), 6.40 (1H, dd, J=0.6, 7.8 Hz), 7.09 (1H, dt, J=1.2, 7.6 Hz), 7.17 (1H, dt, J=1.0, 7.6 Hz), 7.35 (1H, dd, J=7.6, 8.7 Hz), 7.50 (2H, d, J=8.2 Hz), 7.64 (1H, d, J=7.5 Hz) ppm. 13C-NMR (CDCl3, TMS, 101 MHz): 23.4, 25.4, 108.5, 122.0, 122.3, 123.7, 123.8, 127.6, 128.9, 130.4, 130.9, 135.9, 140.0, 156.1, 166.2 ppm. Analysis for the Formula C17H13Cl2NO (318.21): Calculated: C, 64.17; H, 4.12; Cl, 22.28; N, 4.40%. Found: C, 64.02; H, 4.11; Cl, 22.14; N, 4.39%.

The synthetic route of 1-(2,6-Dichlorophenyl)-2-indolinone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; US2007/232619; (2007); 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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-(2,6-Dichlorophenyl)-2-indolinone

General procedure: A finely ground mixture of 5-substituted indole-3-carboxaldehyde (1 mmol) and active methylene compound (indolinone/oxindole/barbituric acid/1-(3-chlorophenyl)-3-methyl-2-pyrazolin-5-one)/2-trifluoromethylbenzaldehyde (1.2 mmol) was irradiated in microwave oven for 1-5 min. The solid product was washed with diethyl ether and purified by column chromatography to get pure products 2-5 and 11-28 except compound 3. Compound 3 was prepared by treatment of 5-substituted indole-3-carboxaldehyde with indolinone in ethanol-water in presence of NaOH (1.5 mmol).

The synthetic route of 15362-40-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 15362-40-0, A common heterocyclic compound, 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, molecular formula is C14H9Cl2NO, 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.

General procedure: The desired compounds 2(a-d), 3(b-d) and 4(b-d) were procured by subjecting an equivalent mixture of compounds 9 (a-d) (1 mmol) and an active methylene compound- barbituric acid, oxindole and indolinone (1 mmol), respectively in methanol (2 mL) using catalytic amount of piperidine to microwave irradiations at 120 oC for 30 min. The reaction was monitored by TLC after every 10 min. The yellow solid obtained was filtered followed by washing with methanol and dried in air.

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.

Electric Literature of 15362-40-0, The chemical industry reduces the impact on the environment during synthesis 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, I believe this compound will play a more active role in future production and life.

General procedure: The desired compounds 2(a-d), 3(b-d) and 4(b-d) were procured by subjecting an equivalent mixture of compounds 9 (a-d) (1 mmol) and an active methylene compound- barbituric acid, oxindole and indolinone (1 mmol), respectively in methanol (2 mL) using catalytic amount of piperidine to microwave irradiations at 120 oC for 30 min. The reaction was monitored by TLC after every 10 min. The yellow solid obtained was filtered followed by washing with methanol and dried in air.

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, 1-(2,6-Dichlorophenyl)-2-indolinone, other downstream synthetic routes, hurry up and to see.

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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

EXAMPLE 12 (E)-1-(2,6-Dichlorophenyl)-3-(4-methyl-benzyli-dene)-1,3-dihydro-2H-indol-2-one 1-(2,6-Dichlorophenyl)-oxindole (22.24 g; 80 mmoles) and 4-methyl benzaldehyde (10.0 g; 84 mmoles) are dissolved in 250 ml of toluene, pyrrolidine (4.0 ml; 0.30 mole) is measured to the solution, and the mixture is warmed to reflux temperature. It is refluxed for 1 hour, allowed to cool, extracted twice with 10% hydrogen chloride, the toluene phase is dried over sodium sulfate, clarified with bone coal, filtered, washed on the filter with toluene and evaporated. The residual orange-red oil gets crystalline upon trituration with hexane. The substance is stirred in hexane, filtered and washed with hexane. The product is used for the catalytic hydrogenation without recrystallization. Yield: 18.59 g of yellow crystal (61%). M.p.: 201-202 C. (ethyl acetate). IR (KBr): 1716 (C=O), 791 cm-1. 1H-NMR (CDCl3, TMS, 400 MHz): 2.44 (3H, s), 6.41 (1H, d, J=7.9 Hz), 6.95 (1H, t, J=7.7 Hz), 7.18 (1H, t, J=7.7 Hz), 7.30 (2H, d, J=8.0 Hz), 7.37 (1H, t, J=7.7 Hz), 7.51 (1H, d, J=7.9 Hz), 7.64 (2H, d, J=8.0 Hz), 7.81 (1H, d, J=7.7 Hz), 7.96 (1H, s) ppm. 13C-NMR (CDCl3, TMS, 101 MHz): 21.6, 109.2, 121.4, 122.4, 123.0, 125.5, 128.9, 129.3, 129.5, 129.6, 130.5, 130.6, 131.8, 135.7, 138.8, 140.2, 142.1, 167.2 ppm. Analysis for the Formula C22H15Cl2NO (380.28): Calculated: C, 69.49; H, 3.98; Cl, 18.65; N, 3.68%. Found: C, 69.53; H, 4.03; Cl, 18.49; N, 3.67%.

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 15362-40-0.

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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C14H9Cl2NO

27.8 g (0.1 mol) of 1-(2,6-dichlorophenyl)-2-indanone (II) was dissolved in 100 mL of toluene.Then add 5g of triethylbenzylammonium chloride (TEBAC),50 mL of 30% sodium hydroxide solution, stirred and refluxed for 10 h.Stop the reaction,Add 80mL of water,Change to a distillation unit.Toluene is removed by azeotropic distillation,The residual liquid was allowed to stand, cooled, and a large amount of solid was precipitated.filter,It was recrystallized from 100 mL of water and decolorized with activated carbon to give a white solid (26.6 g).

The synthetic route of 15362-40-0 has been constantly updated, and we look forward to future research findings.

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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 15362-40-0

Step 1: Synthesis of [2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid] (2) To a stirred solution of 1-(2,6-Dichloro-phenyl)-1,3-dihydro-indol-2-one 1 (10 g, 0.03 mol) in toluene (340 mL) was added aq. NaOH (2N, 34 mL)) at rt. The resulting mixture was stirred at 90 C. for 16 h. After completion, clear solution was cooled in an ice bath and acidified with con. HCl. The precipitated solid was filtered, washed with ethanol and dried under reduced pressure to get 9.0 g (84.4% yield) of Compound 2 as an off white solid. Used in the next step without any further purification; Mass: 294.1 (M-H); 1H-NMR (400 MHz, DMSO): 12.70 (s, 1H), 7.53-7.51 (d, J=8.0 Hz, 2H), 7.24-7.16 (m, 3H), 7.08-7.03 (m, 1H), 6.87-6.83 (m, 1H), 6.28-6.26 (d, J=7.8 Hz, 1H), 3.69 (s, 2H); 13C-NMR (400 MHz; DMSO): 173.86, 142.66, 137.11, 130.89, 130.04, 129.17, 127.51, 125.56, 123.89, 120.76, 115.95, 37.74.

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 15362-40-0.

Reference of 15362-40-0, The chemical industry reduces the impact on the environment during synthesis 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, I believe this compound will play a more active role in future production and life.

General procedure: An equivalent mixture of aldehyde (1 mmol) and active methylene compound- barbituric acid/1, 3-dimethyl barbituric acid/ 1-(3-chlorophenyl)-3-methyl-2-pyrazolin-5-one (1 mmol) in dimethyl formamide (2 mL) was subjected to microwave irradiations at 150 C for 1 h. The reaction was monitored by TLC. After the completion, the reaction was quenched by adding water to the reaction mixture. The crude product was separated out as solid, which was further purified by washing with ethanol, hot water and recrystallization from chloroform:methanol (9:1).

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, 1-(2,6-Dichlorophenyl)-2-indolinone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Singh, Harpreet; Kaur, Manpreet; Kaur, Harpreet; Sharma, Indu; Bhandari, Anmol; Kaur, Gurcharan; Singh, Palwinder; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, 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 15362-40-0, Recommanded Product: 1-(2,6-Dichlorophenyl)-2-indolinone

General procedure: A finely ground mixture of 5-substituted indole-3-carboxaldehyde (1 mmol) and active methylene compound (indolinone/oxindole/barbituric acid/1-(3-chlorophenyl)-3-methyl-2-pyrazolin-5-one)/2-trifluoromethylbenzaldehyde (1.2 mmol) was irradiated in microwave oven for 1-5 min. The solid product was washed with diethyl ether and purified by column chromatography to get pure products 2-5 and 11-28 except compound 3. Compound 3 was prepared by treatment of 5-substituted indole-3-carboxaldehyde with indolinone in ethanol-water in presence of NaOH (1.5 mmol).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Shaveta; Singh, Palwinder; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 440 – 450;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem