Author: tianli

2058-74-4, A common heterocyclic compound, 2058-74-4, name is 1-Methylisatin, molecular formula is C9H7NO2, 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: In the test tube (0.5 mmol) isatin or acenaphthoquinone with 0.5mmol active methylene and 0.5 mmol 1,3-dicarbonyl compounds/4Hcumarin/alpha naphtol and 0.5 mL urea:ChCl were added. The reaction mixture was stirred and heated to 80 C. The reaction completion was monitored by TLC. After reaction completion about 5 mL water was added to reaction mixture in the cases that the solid was obtained and the solid was filtered, and in the cases that a viscose liquid was obtained after water addition the ethyl acetate was added to extract the product and the organic layer was removed under vacuum. The products were recrystallized from ethanol to give pure corresponding compounds

The synthetic route of 1-Methylisatin has been constantly updated, and we look forward to future research findings.

Reference:
Article; Azizi, Najmedin; Dezfooli, Sahar; Mahmoudi Hashemi, Mohammad; Journal of Molecular Liquids; vol. 194; (2014); p. 62 – 67;,
Indoline – Wikipedia,
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99365-40-9, Adding a certain compound to certain chemical reactions, such as: 99365-40-9, name is 6-Bromoindolin-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 99365-40-9.

a) 6-Bromo-3,3-dimethyl-indolin-2-one To a suspension of potassium tert-butylate (12.8 g, 114 mmol) in dry THF (80 ml) at 0C under an argon atmosphere was added portionwise 6-bromoindolin-2-one (5.0 g, 22.9 mmol) followed by copper(I) bromide-dimethylsulfide complex (470 mg, 2.29 mmol). Mel (6.82 g, 3.00 ml, 48.0 mmol) was added dropwise within 45 minutes, keeping internal temperature below 8 C. Thereaction mixture was warmed to room temperature and kept at this temperature for 16 hours. The reaction mixture was cooled to 0 C again and saturated aqueous ammonium chloride solution was cautiously added. The mixture was diluted with tert-butyl methyl ether and water. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue was purified by silica gelchromatography using ethyl acetate heptane as eluent. The title compound was obtained as light yellow solid (5.17 g).MS ESI (mz): 240.0 242.1 [(M+H)i.1H NMR (CDC13, 400 MHz): (ppm) = 8.12 (m, 1H), 7.20-7.16 (m, 1H), 7.09-7.08 (m, 1H),7.06-7.04 (m, 1H), 1.39 (s, 6H).

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-Bromoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; MALBERG, Jessica; PRINSSEN, Eric; RIEMER, Claus; SHANKAR, Bavani G.; STOLL, Theodor; WO2014/202493; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

1074-82-4, Name is Potassium 1,3-dioxoisoindolin-2-ide, 1074-82-4, 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.

General procedure: In a round bottomed flask (100mL), it was added potassium phthalimide (1.85g, 0.01mol) and desire 1,n-dibromoalkane (0.02mol) in the presence of a catalytic amount of TBAI (0.1g) in anhydrous DMF (10mL). The reaction was stirred for 24h at r.t. After the completion of the reaction (TLC check), the solvent was evaporated in vacuo and the remaining residue was diluted in CHCl3 (150mL) and washed with H2O (3¡Á150mL). The organic phase was evaporated and the remaining residue was purified by a short column chromatography on silica and n-hexane as an eluent.

Statistics shows that Potassium 1,3-dioxoisoindolin-2-ide is playing an increasingly important role. we look forward to future research findings about 1074-82-4.

Reference:
Article; Rad, Mohammad Navid Soltani; Behrouz, Somayeh; Saremi, Hossein; Mohammadtaghi-Nezhad, Javad; Journal of Molecular Liquids; vol. 299; (2020);,
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20870-78-4, These common heterocyclic compound, 20870-78-4, name is 5-Bromoindolin-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.

NaH (60 % in mineral oil; 5.66 g, 141.48 mmol) was added portionwise to a mixture of 5-bromo-l,3-dihydro-2H-Indol-2-one (10.0 g, 47.16 mmol) in THF (100 ml) at 0 C.The mixture was stirred for 30 min, and then CH3I (21.42 g, 150.91 mmol) was added.The r.m. was stirred at 0 C for 30 min. Subsequently, H20 (2 ml) was added dropwise.The solvent was removed in vacuo. The residue was dissolved in H20 (q.s.) and extracted with EtOAc. The separated organic layer was washed with brine, dried (Na2S04), filtered and evaporated in vacuo. The residue was purified by column chromatography (eluent: PE/EtOAc 20/1). The desired fractions were collected and the solvent was evaporated. Yield: 9.5 g of intermediate 3 (79 % yield).

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 20870-78-4.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEERPOEL, Lieven; MAES, Louis, Jules, Roger, Marie; DE WIT, Kelly; WO2012/84804; (2012); A1;,
Indoline – Wikipedia,
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1127-59-9, 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. 1127-59-9, name is 7-Methylindoline-2,3-dione, A new synthetic method of this compound is introduced below.

General procedure: Mg(ClO4)2 (10 mol percent) was added to a mixture of isatin (2 mmol), malononitrile or ethyl cyanoacetate (2mmol), and dimedone (2 mmol) in aqueous ethanol solution(50percent, v/v, 5 mL), and the resulting mixture was stirred at 50¡ãC for 30-60 min. Upon completion of the reaction (TLC),the mixture was allowed to cool to room temperature. The resulting solid was filtered and washed successively with water (2 ¡Á 30 mL) and cold aqueous ethanol (2 ¡Á 1 mL) to afford pure product 4.

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.

Reference:
Article; Wu, Chunlei; Shen, Runpu; Chen, Jianhui; Hu, Chunqi; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2431 – 2435;,
Indoline – Wikipedia,
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1074-82-4, Adding a certain compound to certain chemical reactions, such as: 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, 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 1074-82-4.

[00651] A mixture of chioroacetone 88 (3.20 g, 34.8 mmol, 1.0 eq) and potassium 1,3- dioxoisoindolin-2-ide (6.43 g, 34.8 mmol, 1.0 eq) in DMF (10 mL) was stirred at 20 C overnight under nitrogen. The mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by SGC (petroleum ether / ethyl acetate, 6 / 1) to afford the desired product 89 (4.00 g, 19.7 mmols, 60.6%) as a white solid.[00652] LCMS: ESI-MS: m/z: 204.2 [M+H1 RT = 1.40 mm. (Method A)

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, Potassium 1,3-dioxoisoindolin-2-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Indoline – Wikipedia,
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1914-02-9, A common compound: 1914-02-9, name is 3,3-Dimethylindoline, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Step 4. 3,3-dimethyl-2,3-dihydro-1 /-/-indole-6-sulfonic acidA mixture of 3, 3-dimethyl-2,3-dihydro-1 /-/-indole (16.0 g, 109 mmol) in fuming sulphuric acid (60 mL) was stirred at rt for 45 min. The reaction was then heated to 135 C for 1 h. After cooling the solution was poured into ice water, cooled to -50 C and allowed to stand for 2 h. The resultant precipitate was collected by filtration to give 3,3- dimethyl-2,3-dihydro-1 H-indole-6-sulfonic acid (7 g, 28 %). MS (m/z) 228.0 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta ppm 1 .31 (s, 6 H) 3.52 (s, 2 H) 7.40 (d, J=7.94 Hz, 1 H) 7.58 (s, 1 H) 7.64 (dd, J=7.83, 1 .43 Hz, 1 H)

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

Reference:
Patent; GLAXOSMITHKLINE LLC; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILIP, Joanne; ZHAO, Yongdong; WO2011/88027; (2011); A1;,
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

A common compound: 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1074-82-4

General procedure: 1,2-dibromoethane (258 uL, 3.0 mmol), KI (66 mg, 0.4 mmol) and K2CO3 (414 mg, 3.0 mmol) were added to a 15 mL sealed tube, followed by the addition of potassium phthalimide (370 mg, 2.0 mmol). Then 8.0 mL acetone 2a was added to the reaction system. The mixed solution was stirred at 60 C under air conditions. Completion of the reaction was monitored by thin layer chromatography (TLC). The reaction mixture was diluted with 100 mL water and extracted with 50 mL ethyl acetate. The organic layer was dried over anhydrous Na2SO4, evaporated under reduced pressure and separated by column chromatography on silica gel (200-300) with petroleum ether/ethyl acetate mixtures to obtain the desired product.

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, 1074-82-4, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Xujie; Li, Gangsheng; Yang, Yanan; Jiang, Jianshuang; Feng, Ziming; Zhang, Peicheng; Chinese Chemical Letters; vol. 31; 3; (2020); p. 711 – 714;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 71294-03-6, name is 7-Fluoroindolin-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 71294-03-6. 71294-03-6

7-Fluorooxindole (1.51 g, 10 mmol) and lithium chloride (1.06 g, 25 mmol) were suspended in 30 mL of THF and cooled to 0 C. n-Butyllithium (10 mL, 20 mmol) was added slowly and the mixture was stirred for 20 minutes. Iodomethane (1.24 mL, 20 mmol) was added and the mixture was stirred at 0 C. for 1 hour then warmed to 25 C. and stirred for 16 hours. The reaction was quenched with saturated aqueous NH4Cl and diluted with ethyl acetate. The organics were washed with water, saturated aqueous NaCl, dried over MgSO4, and concentrated. Flash chromatography (5% acetone/hexane) afforded the title compound 0.12 g (7%) as a white 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 7-Fluoroindolin-2-one.

Reference:
Patent; Wyeth; US2006/9509; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem