Category: 59-48-3

59-48-3, Adding some certain compound to certain chemical reactions, such as: 59-48-3, name is Indolin-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 59-48-3.

An oven-dried flask was charged with oxindole (133 mg, 1 mmol, 1 equiv) before the addition of anhydrous DMF (0.8 M, 1.25 mL) and dibromoethane (94 muL, 1.1 mmol, 1.1 equiv). The solution was then cooled to 0 C before the addition of NaH (60% dispersion in mineral oil, 180 mg, 4.5 mmol, 4.5 equiv) portionwise over 20 min. The mixture was then warmed to r.t. and stirred overnight, then the reaction was quenched with H2O (3 mL) and the mixture was extracted with EtOAc (5 mL). The organic layers were then washed with H2O (2 ¡Á 5mL) and brine (2 ¡Á 5 mL) and passed through a hydrophobic frit and concentrated under vacuum before being purified (silica gel; EtOAc/petroleum ether, 20-40%) to afford the desired product. Yield: 23 mg (14%); red/brown amorphous solid. IR (solid): 3200, 1701, 1684, 1671, 1627, 1474, 1357 cm-1. 1H NMR (400 MHz, CDCl3): delta = 8.34 (s, 1 H), 7.19 (t, J = 7.7 Hz, 1 H), 7.01 (t, J = 7.5 Hz, 1 H), 6.96 (d, J = 7.7 Hz, 1 H), 6.83 (d, J = 7.4 Hz, 1 H), 1.76 (d, J = 3.0 Hz, 2 H), 1.54 (d, J = 2.9 Hz, 2 H). 13C NMR (101 MHz, CDCl3): delta = 179.1, 140.6, 131.3, 126.7, 122.0, 118.6, 109.7, 27.4, 19.5. HRMS (NSI): m/z [M + H]+ calcd for C10H10NO: 160.0757; found: 160.0753.

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 59-48-3.

Reference:
Article; Seath, Ciaran P.; Fyfe, James W. B.; Molloy, John J.; Watson, Allan J. B.; Synthesis; vol. 49; 4; (2017); p. 891 – 898;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

59-48-3, name is Indolin-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. 59-48-3

EXAMPLE 17 3-[5-(5-Ethyl-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid 2-Oxindole (3 g) was suspended in 1,2-dichloroethane and slowly treated with 3.2 mL acetyl chloride. The resulting suspension was heated to 50 C. for 5 hours, cooled, and poured into water. The resulting precipitate was collected by vacuum filtration, washed copiously with water and dried under vacuum to give 2.9 g (73% yield) of 5-Acetyl-2-oxindole as a brown solid.

Statistics shows that 59-48-3 is playing an increasingly important role. we look forward to future research findings about Indolin-2-one.

Reference:
Patent; Sugen, Inc.; US6395734; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common heterocyclic compound, 59-48-3, name is Indolin-2-one, molecular formula is C8H7NO, 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. 59-48-3.

2-Oxindole (5.3 g, 0.04 mol) was suspended in 64 mL of acetonitrile cooled in a ice bath. N-Bromosuccinimide (7.5 g, 0.042 mol) was slowly added with vigorous stirring keeping the temperature below 12 C. The mixture was stirred for 1 hour at 10 C. and then for 1 hour while warming to room temperature. The precipitate was collected by vacuum filtration, washed with 8 mL of ethanol and slurry-washed in 140 mL of refluxing ethanol to give 5.8 g (68% yield) of the title compound.

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

Reference:
Patent; SUGEN, Inc.; US2004/186160; (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. 59-48-3, name is Indolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 59-48-3

PREPARATION 14 5-Acetyl-2-oxindole To 95 ml. of carbon disulfide was added 27 g. (0.202 mole) of aluminum chloride, followed by the dropwise addition of a solution of 3 ml. (0.042 mole) of acetyl chloride in 5 ml. of carbon disulfide, with stirring. Stirring was continued for 5 minutes and then 4.4 g. (0.033 mole) of 2-oxindole was added. The resulting mixture was heated under reflux for 4 hours and cooled. The carbon disulfide was removed by decantation and the residue was triturated under water and recovered by filtration. After drying, 3.2 g. of the title compound was obtained, m.p. 225-227 C.

The synthetic route of 59-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4721712; (1988); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common heterocyclic compound, 59-48-3, name is Indolin-2-one, molecular formula is C8H7NO, 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. 59-48-3.

5-Nitro-2-oxindole 2-Oxindole (6.5 g) was dissolved in 25 mL concentrated sulfuric acid and the mixture maintained at -10 to -15 C. while 2.1 mL of fuming nitric acid was added dropwise. After the addition of the nitric acid the reaction mixture was stirred at 0 C. for 0.5 hr and poured into ice-water. The precipitate was collected by filtration, washed with water and crystallized from 50% acetic acid. The crystalline product was then filtered, washed with water and dried under vacuum to give 6.3 g (70%) of 5-nitro-2-oxindole.

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

Reference:
Patent; Sugen, Inc.; US6486185; (2002); B1;; ; Patent; Sugen, Inc.; US6114371; (2000); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

59-48-3, 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 59-48-3 as follows.

A solution of 2-indole ketone (5 g, 37.6 mmol ) in H2SO4 (50 mL) was stirred at 0 C for 30 min, then a solution of KNO3 (3.04 g, 30 mmol ) in H2SO4 (5 mL) was added slowly, and then the mixture was stirred for 15 min. The mixture was poured in ice water, and the product was precipitated from solution, collected by suction filtration, washed with methanol and dried to give 4.5 g as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6) delta: 11.04 (s, 1H), 8.15 (dd, J = 8.6, 2.3 Hz, 1H), 8.09 (d, J = 2.2 Hz, 1H), 6.98 (d, J = 8.6 Hz, 1H), 3.64 (s, 2H); 13C NMR (100 MHz, DMSO-d6) delta: 177.0, 150.7, 142.2, 127.5, 125.3, 120.4, 109.4, 36.0.

According to the analysis of related databases, 59-48-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Han, Weina; Huang, Jian; Jiang, Jin; Ruhan, A.; Wang, Jinhui; Yao, Dahong; Bioorganic and medicinal chemistry letters; vol. 30; 17; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

59-48-3, A common heterocyclic compound, 59-48-3, name is Indolin-2-one, molecular formula is C8H7NO, 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.

5-Bromo-2-Oxindole 2-Oxindole (1.3 g) in 20 mL acetonitrile was cooled to -10 C. and 2.0 g N-bromosuccinimide was slowly added with stirring. The reaction was stirred for 1 hour at -10 C. and 2 hours at 0 C. The precipitate was collected, washed with water and dried to give 1.9 g (90% yield) of the title compound.

The synthetic route of 59-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sugen. Inc.; US2003/100555; (2003); 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 59-48-3 as follows. 59-48-3

5-Nitro-2-oxindole 2-Oxindole (6.5 g) was dissolved in 25 mL concentrated sulfuric acid and the mixture maintained at -10 to -15 C. while 2.1 mL of fuming nitric acid was added dropwise. After the addition of the nitric acid the reaction mixture was stirred at 0 C. for 0.5 hr and poured into ice-water. The precipitate was collected by filtration, washed with water and crystallized from 50% acetic acid. The crystalline product was then filtered, washed with water and dried under vacuum to give 6.3 g (70%) of 5-vitro-2-oxindole.

According to the analysis of related databases, 59-48-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sugen, Inc.; US6878733; (2005); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 59-48-3, name is Indolin-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 59-48-3. 59-48-3

Step 1 5-Nitro-indol-2-one 1,3-Dihydro-indol-2-one 30a (20.0 g, 150 mmol) was dissolved in sulfuric acid (100 ml, 98%) in an ice-water bath under stirring, and added dropwise with nitric acid (10 ml, 65%-68%) while maintaining the temperature below 0 C. Upon completion of the addition, the mixture was stirred for 1 hour at 0 C. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was added with ice and filtered after ice-out. The filter cake was washed with water (20 ml*3), and the resulting solid was recrystallized to obtain the title compound 5-nitro-indol-2-one 30b (25.3 g, yield 92.4%) as an orange solid.

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 Indolin-2-one.

Reference:
Patent; ChoTang, Peng Cho; Su, Yidong; Li, Yali; Zhang, Lei; Zhao, Fuqiang; Yang, Jialiang; Zhou, Ying; Bie, Pingyan; Qian, Guangtao; Ju, Minggang; US2010/75952; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

59-48-3, 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. 59-48-3, name is Indolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-3-(1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one 2-Oxindole (1.3 g) in 20 mL of acetonitrile was cooled to -10 C. and 2.0 g of N-bromosuccinimide was slowly added with stirring. The reaction was stirred for 1 hour at -10 C. and 2 hours at 0 C. The precipitate was collected, washed with water and dried to give 1.9 g (90% yield) of 5-bromo-2-oxindole. 1H NMR (360 MHz, DMSO-d6) delta10.44 (s, br, 1H, NH-1), 7.32-7.36 (m, 2H), 6.76 (d, J=8.5 Hz, 1H, H-7), 3.5 (s, 2H, CH2). MS m/z 212.1 and 214.1 [M and M+2]+.

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