Category: 20876-36-2

Electric Literature of 20876-36-2, 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. 20876-36-2, name is 5-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 A mixture of 5-aminooxindol (14 g), 29 g of bis(beta-bromoethyl)amine.hydrobromide in 250 ml of ethanol was stirred under reflux for 8 hours and allowed to stand overnight at room temperature. To the mixture was added sodium carbonate (10.1 g) and the mixture was stirred further for 8 hours under reflux. After cooling to room temperature, crystals which precipitated were collected by filtration and recrystallized from a mixture of water and ethanol to give 16 g of 5-(1-piperazinyl)oxindol.hydrobromide. Pale yellow powdery crystal NMR (200 MHz, DMSO-d6) delta: 3.30 (8H, s), 3.47 (2H, s), 6.78 (1H, d, J=8.5 Hz), 6.90 (1H, dd, J=8.5 Hz, 2 Hz), 7.04 (1H, d, J=2 Hz), 8.88 (2H, brs), 10.27 (1H, s)

The synthetic route of 5-Aminoindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4737501; (1988); A;,
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. 20876-36-2, name is 5-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Aminoindolin-2-one

Preparation of 5-(4-Chloro-5-trifluoromethyl-pyrimidin-2-ylamino)-1,3-dihydro-indol-2-one (4) To a solution of 5-trifluoromethyl-2,4-dichloropyrimidine (214.8 g; 0.921 mol) in 1:1 DCE/tBuOH (1.240 L) was added Zinc chloride 1M solution in ether (1 eq; 0.921 L). After 0.5 hour, 5-amino-oxindole (124 g; 0.837 mol) was added followed by triethylamine (129.4 ml; 0.921 mol) keeping temperature at 25° C. The reaction was allowed to stir at room temperature overnight, then was concentrated and the product triturated from methanol as a yellow solid (224.3 g; 82percent). 1H NMR (DMSO-d6, 400 MHz) .box. 3.29 (s, 2H), 6.76 (d, J=7.9 Hz, 2H), 7.39 (d, J=8.3 Hz), 7.51 (br s, 1H), 8.71 (s, 1H), 10.33 (s, 1H), 10.49 (s, 1H), 13C NMR (DMSO-d6, 100 MHz) .box. 177.0, 161.3, 158.7 (br), 140.7, 132.8, 126.9, 123.7 (q, J=268 Hz), 121.0, 118.7, 111.2 (q, J=32 Hz), 109.6, 36.7; HPLC ret. time: 5.759 min. LRMS (M+) 329.1, 331.1.

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2005/256145; (2005); 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. 20876-36-2, name is 5-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2O

In 1 ml of dimethylacetamide, 320 mg of 5-amino-1,3-dihydro-indol-2-one is dissolved and mixed drop by drop with 371 mg (2 mmol) of 2-nitrobenzoyl chloride, whereby a slight heating occurs. After stirring overnight at room temperature, it is concentrated by evaporation in a vacuum, and the residue is taken up in ethyl acetate and water. The suctioning off of an insoluble solid provides 130 mg (21.9percent of theory) of 2-nitro-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-benzamide. After shaking out, the organic phase is washed, filtered and concentrated by evaporation, and 400 mg (67percent of theory) of 2-nitro-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-benzamide with a melting point of 265° C. is obtained once more. Similarly produced is also 2-nitro-N-(2-oxo-2,3-dihydro-1H-indol-6-yl)-benzamide with a melting point >300° C. Similarly produced to Stage 2 is 2-amino-N-(indol-2-on-5-yl)benzoic acid amide with a melting point of 219° C. Similarly produced to Stage 2 of this example is 2-amino-N-(indol-2-on-6-yl)benzoic acid amide with a melting point of 230° C.

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 20876-36-2.

Reference:
Patent; Schering AG; US2004/39019; (2004); 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. 20876-36-2, name is 5-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H8N2O

153 mg (0.490 MMOL) (5-Bromo-2-chloro-pyrimidin-4-yl)-phenethyl-amine was taken into 500 OL 1,4 dioxane with 140 DL (1.00 MMOL) diisopropylethylamine and 80 mg (0.539 mmol) 5-amino-1, 3-dihydro-indol-2-one. The reaction was allowed to heat to 110 C for sixteen hours. The resulting brown glass was taken into 92.3 : 7: 0.7 CHCI3 : CH30H : NH40H and washed with 1 N sodium hydroxide. The organic layer was dried over magnesium sulfate and evaporated directly onto silica gel. This adsorbed compound was purified via column chromatography (97.8 : 2: 0.2 CHCI3 : CH30H: NH40H) over silica to isolate the major product. During evaporation of the major fractions, a white precipitate is noted. Filtration of this precipitate prior to mLete evaporation afforded the title compound in 6percent yield as a white solid. CZOHBRNSO : MS: 424.2/426. 2 (MH+) ;’H NMR (D6-DMSO) 10.20 (s, 1 H), 9.01 (s, 1 H), 7.93 (s, 1 H), 7.52 (s, 1 H), 7.44 (d, J = 8.4 Hz, 1 H), 7.28-7. 16 (m, 5 H), 6.97 (m, 1 H), 6.65 (d, J=8. 3HZ, 1 H), 3.56 (m, 2 H), 3.31 (s, 2 H), 2.82 (t, J = 7.9 Hz, 2 H) ppm.

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56786; (2004); A2;,
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. 20876-36-2, name is 5-Aminoindolin-2-one, A new synthetic method of this compound is introduced below., category: indolines-derivatives

3-(1H-indol-2-ylmethylene)-5-[(1H-indol-2-ylmethylene)-amino]-1,3-dihydro-indol-2-one A mixture of 5-amino-2-oxindole (74 mg) (prepared as described in Compound IN-009), indole-2-carbaldehyde (87 mg) (prepared according to Synthetic Communications, 1983, 23, 3109) and piperidine (4 mg) in ethanol (2 mL) was heated in a sealed tube at 95¡ã C. for 3 hours. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in vacuum oven for overnight. The crude solid was then chromatographed on a column of silica gel to give 50 mg (25percent yield) of 3-(1H-indol-2-ylmethylene)-5-[(1H-indol-2-ylmethylene)-amino]-1,3-dihydro-indol-2-one

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, Inc.; US2002/183364; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 20876-36-2,Some common heterocyclic compound, 20876-36-2, name is 5-Aminoindolin-2-one, molecular formula is C8H8N2O, 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.

153 mg (0.490 mmol) (5-Bromo-2-chloro-pyrimidin-4-yl)-phenethyl-amine was taken into 0.5 mL 1,4 dioxane with 0.14 mL (1.00 mmol) diisopropylethylamine and 80 mg (0.539 MMOL) 5-amino-1, 3-DIHYDRO-INDOL-2-ONE. The reaction was allowed to heat to 110 C for sixteen hours. The resulting brown glass was taken into 92.3 : 7: 0.7 CHCI3 : CH30H: NH40H and washed with 1 N sodium hydroxide. The organic layer was dried over magnesium sulfate and evaporated directly onto silica gel. This adsorbed compound was purified via column chromatography (97.8 : 2: 0.2 CHCI3 : CH30H: NH40H) over silica to isolate the major product.the title compound was isolated as a white solid. c2ohigbrn50 : ms: 424.2/426. 2 (mh+) ;’h nmr (d6-dmso) 10.20 (s, 1 h), 9.01 (s, 1 h), 7.93 (s, 1 h), 7.52 (s, 1 h), 7.44 (d, j = 8.4 hz, 1 h), 7.28-7. 16 (m, 5 h), 6.97 (m, 1 h), 6.65 (d, j=8. 3hz, 1 h), 3.56 (m, 2 h), 3.31 (s, 2 h), 2.82 (t, j=7. 9hz, 2h) ppm.

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56786; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 20876-36-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 20876-36-2 name is 5-Aminoindolin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Condensation of oxindoles with quinoline-N-oxides: An oxindole (1.6 mmol) may be taken up in acetic anhydride (10 mL) and a solution of quinoline-N-oxide (0.474 mmol) and 5 mL of acetic anhydride may be added. This solution may then be heated at between 0-150¡ãC for between 1-25 hours. In one variation, the reaction is conducted at about 90 ¡ãC for about 3 hours. The resulting solution may then be cooled to room temperature. If a solid is observed upon cooling, the material may be isolated by filtration and washed with a minimal amount of cold MeOH, then dried in vacuo. If no solid is observed upon cooling, the reaction may be diluted with an organic solvent, such as ethyl acetate, washed with brine several times, dried over MgSO4 and concentrated to afford an oil. Purification by preparative HPLC may afford a solid product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Aminoindolin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; SYRRX, INC.; WO2005/61519; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 20876-36-2, 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. 20876-36-2, name is 5-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

B. To a solution of 5-aminoindolin-2-one (8.76, 58.79 mmol) in tetrahydrofuran:dimethylformamide (400 mL:60 mL) was added trimethylsilylisocyanate (10.6 mL, 78.68 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 18 hours. A tan-colored solid formed which was isolated by filtration, washed with ether and dried in vacuo to afford 5-ureidoindolin-2-one (8.5 g).

The synthetic route of 5-Aminoindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Aktiengesellschaft; US2005/90541; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 20876-36-2, These common heterocyclic compound, 20876-36-2, name is 5-Aminoindolin-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.

To a solution of 5-amino oxindole (2 g, 13.5 mmol) in 80 ml of water/dioxane 3:1 was added sodium hydroxide 1N until obtaining pH 10 and then di-t-Butyl pyrocarbonate (3.5 g, 16.2 mmol). The reaction was stirred for 3 h maintaining pH 10. After extraction with 3*10 ml of ethyl acetate, the extracted were dried over sodium sulphate and evaporated obtaining 2.4 g of 5-t-Butoxycarbonylamino oxindole (71percent yield). 1 H-NMR (400 MHz, DMSO, T=45¡ã C.) 1.49 (s, 9H); 3.87 (s, 3H); 6.72 (d, J=8.4 Hz, 1H); 6.86 (dd, J=2.2 Hz, J=8.8 Hz, 1H); 7.12 (dd, J=1.8 Hz, J=8.4 Hz, 1H); 7.40 (d, J=8.8 Hz, 1H); 7.54 (d, J=2.2 Hz, 1H); 7.78 (d, J=1.8 Hz, 1H); 7.92 (s, 1H); 8.87 (bs, 1H); 9.38 (s, 1H); 10.25 (s, 1H); 11.8 (bs, 1H). FD-MS: 248 (100, [M]+); 191 (18, M-C4 H9!+); 147 (5, M-(CH3)3[COCO]+)

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn S.p.A.; US5849710; (1998); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 20876-36-2, 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. 20876-36-2, name is 5-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

Part 1: tert-Butyl 2-oxo-2,3-dihydro-1H-indol-5-ylcarbamate (21): To a mixture of 5-amino-1,3-dihydro-2H-indol-2-one (148 mg, 11.0 mmol), di-tert-butyl dicarbonate (262 mg, 1.2 mmol), and Et3N (279 muL, 2.0 mmol) was added dry THF (5 mL). The suspension was then stirred at rt for 24 h. The reaction was concentrated in vacuo to yield tert-butyl 2-oxo-2,3-dihydro-1H-indol-5-ylcarbamate as a brown solid. 1H NMR (CDCl3, 400 MHz): delta 1.52 (s, 9H), 3.52 (s, 2H), 6.38 (brs, 1H), 6.76 (d, J=8.0 Hz, 1H), 7.07 (dd, J=2.4, 8.4 Hz, 1H), 7.26 (d, J=2.4 Hz, 1H), 7.42 (brs, 1H). MS (ES+): m/z 249 [M+1].

The chemical industry reduces the impact on the environment during synthesis 5-Aminoindolin-2-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Li, An-Hu; Dong, Hanqing; Zhang, Tao; US2006/63791; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem