Category: 19155-24-9

19155-24-9, name is 3,3-Dimethylindolin-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. Formula: C10H11NO

General procedure: To a solution of c1 ? c2 (1.0 equiv) and PIFA (1.2 equiv) in CH2Cl2 was stirred for 30 minutes at room temperature, then trifluoroacetate (10.0 equiv) was added to the mixture which was further stirred for 24 h at room temperature. Then, the reaction mixture was neutralized by sodium bicarbonate solution and extracted with ethyl acetate. The combined organic phases were dried and concentrated in vacuum and the residue was purified by silica gel chromatography (petroleum ether/ ethyl acetate = 1:1) to give d1 ? d2 (yield 50percent ? 60percent) as yellow solid.

The synthetic route of 19155-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cheng, Kai; Li, Shiyu; Lv, Xiao; Tian, Yongbin; Kong, Haiyan; Huang, Xufeng; Duan, Yajun; Han, Jihong; Xie, Zhouling; Liao, Chenzhong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 8; (2019); p. 1012 – 1018;,
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. 19155-24-9, name is 3,3-Dimethylindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H11NO

5-bromo-1,3-dihydro-3,3-dimethyl-2H-indol-2-one 3,3-dimethyl-indol-2-one (0.65 g, 4.03 mmnol) and sodium acetate (0.33 g, 4.07 mmol) were stirred in acetic acid (5 cm3) then bromine (0.66 g, 4.13 mmol) in acetic acid (5 cm3) was added drop-wise to the reaction mnixture. The reaction was stirred for 50 min., and then poured into water. The mixture was basified with sodium carbonate and then extracted with ethyl acetate (*3), dried (MgSO4), filtered, and evaporated to the title compound (0.89 g, 92percent) 1H NMR (DMSO-d6) delta 1.21 (s, 6H), 6.76 (d, 1H, J=8.22 Hz), 7.29 (dd, 1H, J=2.12 Hz, 8.23 Hz), 7.49 (d, 1H, J=2.03 Hz), 10.4 (s, 1H).

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 19155-24-9.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6462032; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

19155-24-9, name is 3,3-Dimethylindolin-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. Safety of 3,3-Dimethylindolin-2-one

A solution of 3,3-dimethylindolin-2-one (1.5 g, 9.31 mmol)Was dissolved in tetrahydrofuran (90 mL)The solution was cooled to 0 ° C,To this was added borane-tetrahydrofuran (37.3 mL, 37.22 mmol).The reaction solution was refluxed at 87 ° C overnight,Cooled to room temperature and quenched with methanol (10 mL).The mixture was further refluxed at 85 ° C for 2 hours, after which it was concentrated under reduced pressure.The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 20/1)The title compound was obtained as a yellow oil (0.87 g, 63.5percent).

The synthetic route of 19155-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Ruyong; Wang Liang; (112 pag.)CN104016979; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, 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. COA of Formula: C10H11NO

EXAMPLE 10 5-Bromo-3,3-dimethyl-1,3-dihydro-2H-indol-2-one: 3,3-Dimethyl-1,3-dihydro-2H-indol-2-one (1.12 g, 6.95 mmol) was dissolved in chloroform and stirred at room temperature under nitrogen. Bromine (1.12 g) was added and the mixture was heated under reflux until HBr evolution ceased and the bromine colour was discharged from the solution. The solution was washed with sodium metabisulphite solution and sodium hydrogen carbonate solution, dried (MgSO4), filtered and concentrated to dry under reduced pressure to give 5-bromo-3,3-dimethyl-1,3-dihydro-2H-indol-2-one as a yellow solid. 1 H NMR (CDCl3) d1.39 (6H s), 6.8 (1H d), 7.3 (2H m), 7.9 (1H broad)

The synthetic route of 3,3-Dimethylindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company Limited; US5773448; (1998); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, 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. Recommanded Product: 3,3-Dimethylindolin-2-one

(d) 3,3-Dimethyl-5-nitroindolin-2-one A solution of 22 ml. fuming nitric acid in 200 ml. 80percent sulphuric acid is added dropwise, with cooling, to a solution of 100 g. (0.62 mol) 3,3-dimethylindolin-2-one in 500 ml. 80percent sulphuric acid. The reaction mixutre is then stirred for about 30 minutes, poured on to ice, filtered with suction, washed with water and dried. Yield: 100 g. (78percent of theory); m.p. 192°-196° C. (ethyl acetate/heptane).

The synthetic route of 3,3-Dimethylindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Mannheim GmbH; US4666923; (1987); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, molecular formula is C10H11NO, 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. Recommanded Product: 19155-24-9

Step 4:3,3-dimethyl-2,3-dihydro-1H-indoleUnder a nitrogen atmosphere a solution of 6.20 mL (6.20 mmol) of a 1M solution lithium aluminium hydride in THF and 10 mL THF was slowly added dropwise to 1.00 g (6.20 mmol) 3,3-dimethyl-1,3-dihydro-indol-2-one in 50 mL THF.Then the reaction mixture was heated to 60¡ã C. for 1 h.After cooling to 0¡ã C., 3 mL ice water were slowly added dropwise.20 g sodium sulphate were added and the mixture was suction filtered.The solution was evaporated down i. vac.Yield: 0.80 g (88percent of theory)ESI-MS: m/z=148 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19155-24-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/195954; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 19155-24-9,Some common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, molecular formula is C10H11NO, 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 1; 5-(2-Chloroacetvl)-3w3-dimethvl-1 3-dihvdroindol-2-one; A 12.5 L 4-neck flask equipped with a mechanical stirrer, reflux condenser and two stoppers and heating mantle, was charged with AICI3 (633.29 g, 4.75 mol), 2 L of carbon disulfide and chloroacetyl chloride (87 mL, 1.09 mol) and this was stirred at room temperature (rt) during the portionwise addition of 3, 3-dimethyl-1, 3-dihydro- indol-2-one (123.5 g, 0.766 mol). This mixture was then heated to reflux for 3 hours, then cooled overnight. The solvent was decanted and the reaction was quenched with addition of ice and water (8 L). The suspension was stirred vigorously for 1.5 hours, followed by filtration. The solids were washed with water (4.2 L) and then dried overnight in a vacuum oven at 50 degrees Celsius (°C) (192.19 g of 5- (2- chloroacetyl)-3, 3-dimethyl-1, 3-dihydroindol-2-one). 29.54 g of this material was taken up in hot acetone and purified by flash chromatography (250 g silica gel) eluting with acetone which provided >96percent pure 5-(2-chloroacetyl)-3, 3-dimethyl-1, 3- dihydroindol-2-one by HPLC. Yield = 15.54 g (52percent); MS (APCI), (M + 1) + = 238. Anal. calculated for C12H12CINO2 : C, 60.64 ; H, 5.09 ; N, 5.89. Found: C, 61.04 ; H, 5.15 ; N, 5.38percent.

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

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. 19155-24-9, name is 3,3-Dimethylindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., name: 3,3-Dimethylindolin-2-one

To a solution of 3,3-dimethylindolin-2-one (1.5 g, 9.31 mmol) in THF (90 mL) was added borane-THF complex (37.3 mL, 37.22 mmol) at 0 °C. The reaction was refluxed at 87 °C overnight, then cooled to rt, and quenched with MeOH (10 mL). The mixture was reflux at 85 °C for 2 h, and then concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as yellow oil (0.87 g, 63.5percent). MS (ESI, pos. ion) m/z: 148 [M + H]+; NMR (CDCI3) delta (ppm): 7.11-7.07 (m, 2H), 6.80 (t, 1H), 6.69 (d, 1H), 3.57 (s, 1H), 3.35 (s, 2H), 1.37 (s, 6H).

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 19155-24-9.

Adding a certain compound to certain chemical reactions, such as: 19155-24-9, name is 3,3-Dimethylindolin-2-one, 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 19155-24-9, Computed Properties of C10H11NO

(1) To ice-cooled carbon disulfide (77 ml) were added anhydrous aluminum chloride (61.2 g) and chloroacetyl chloride (36.5 g), and then 2,3-dihydro-3,3-dimethylindol-2-one (24.6 g) was added thereto. The mixture was stirred for 10 minutes at ambient temperature and for 4 hours at 35° to 40° C. The solvent was removed by decantation and to the residue was added ice-water. The resulting crystal was collected, washed with water and dried to give 5-chloroacetyl-2,3-dihydro-3,3-dimethylindol-2-one (37.39 g). mp: 230°-233° C. IR (Nujol): 1725, 1670, 1610 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, 3,3-Dimethylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference of 19155-24-9, 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 19155-24-9 as follows.

Step 4: [4-(3,3-Dimethyl-2-oxo-2,3-dihydro-indol-1 -ylmethyl)-cyclohexyl]-carbamic acid tert-butyl ester3,3-Dimethyl-1 ,3-dihydro-indol-2-one (commercial) (268 mg, 1.66 mmol) in DMF (10ml_) was treated with NaH (60percent in oil) (80mg, 1.99mmol) and the mixture was stirred at RT for 10 minutes. Trans-trifluoro-methanesulfonic acid 4-tert- butoxycarbonylamino-cyclohexylmethyl ester (600mg, 1.66mmol) was added and the reaction mixture was heated at 80°C for 4 hours. The solvent was removed in vacuo and the residue was partitioned between DCM and water. The organic portion was passed through a phase separator and the solvent was removed in vacuo. Purification by chromatography on silica eluting with iso-hexane/ EtOAc afforded the title compound. 1H NMR (400MHz, d6-DMSO) delta; 7.32 (1 H, m), 7.22 (1 H, m), 7.03 (1 H, m), 3.49 (2H, d), 3.12 (1H, m), 1.73 (2H, m), 1.60 (3H, m), 1.37 (9H, s), 1.23 (6H, s), 1.02 (4H, m).

According to the analysis of related databases, 19155-24-9, the application of this compound in the production field has become more and more popular.