Category: 52351-75-4

Related Products of 52351-75-4, These common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-2,3-dione, 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: Compound 16 (1.0 g, 5.65 mmol)Ethanol (1.6 mL)And a 10 N aqueous solution of sodium hydroxide (6 mL) was heated to 85 C.,Ethanol (10.4 mL)2-Acetoxyacetophenone (1.3 g, 7.35 mmol) dissolved in water was added.After stirring at 85 C. for 1 hour,Water (20 mL) was added under ice cooling,1N Hydrochloric acid was added until pH 1 was reached.The precipitate was collected by filtration, washed with water and ethanol: acetonitrile (1: 1) solution,Compound 17 was obtained as a red solid (1.2 g, 74%).

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOTO UNIVERSITY; OISHI, SHINYA; OHNO, HIROAKI; FUJII, NOBUTAKA; YAMAMOTO, KOUKI; (43 pag.)JP2017/81888; (2017); A;,
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Synthetic Route of 52351-75-4, A common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-2,3-dione, molecular formula is C9H7NO3, 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: To a mixture of 2-hydroxy-1,4-naphthoquinone (1 mmol), isatin (1 mmol) and CH3COOH10 mL, 5-aminotetrazole (1 mmol) was added. The mixture was stirred at reflux for an appropriatetime (Table 2). After completion of the reaction (TLC), the reaction mixture was cooled to roomtemperature and the solvent was evaporated under reduced pressure. Then, the crude product waswashed sequentially with 20 mL saturated NaHCO3 and 20 mL brine, purified by silica gel columnchromatography using petroleum ether: ethyl acetate (v:v = 1:1) as eluent to afford the pure product 4(the copies of all spectral data see Supplementary Materials).

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Liqiang; Liu, Yunxia; Li, Yazhen; Molecules; vol. 23; 9; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 52351-75-4, These common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-2,3-dione, 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.

A mixture of 6-methoxyisatin(0.18g, 0.001 mol) in Anhyd. ethanol (2m1) and thiosemicarbazide(0.1g, 0.0011 mol) in a mixture of water (2 ml)andglacialacetic acid (0.5 ml) was irradiated under microwave irradiation at560W for 5-minutes. A yellowcoloured solid formed during irradiation. The solid was filtered, washed well with water andcrystallized from ethanol-DMF furnishing yellow crystals.yield 0.247g (95%), m.p. 265C.[Found : N, 22.68, S,12.62. C1DH,0N402S requires N, 22.40; S, 12.80%];IR: 825, 860 (1, 2, 4-trisubstituted benzene ring), 1115 (C=S), 1125 & 1370 (C-O-Cstretching), 1620 (C=N), 1700 (C=O), 3200, 3280, 3400 (NH, NH2).

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Ravinder; Oriental Journal of Chemistry; vol. 30; 1; (2014); p. 319 – 323;,
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. 52351-75-4, name is 6-Methoxyindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 6-Methoxyindoline-2,3-dione

General procedure: Isatin derivatives (S1) were synthesized by treating isatins with NaH and then reacting with methyl iodide or benzyl bromide or allyl bromide, respectively, in dry DMF at room temperature.

According to the analysis of related databases, 52351-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Lin-Lin; Da, Bing-Chao; Xiang, Shao-Hua; Zhu, Shuai; Yuan, Zi-Yun; Guo, Zhen; Tan, Bin; Tetrahedron; vol. 75; 12; (2019); p. 1689 – 1696;,
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. 52351-75-4, name is 6-Methoxyindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 6-Methoxyindoline-2,3-dione

General procedure: Similar to as described in General Procedure Z, 6-methoxy-2,3-dihydro- 1H-indole-2,3-dione was converted to the title compound as a yellow solid (600 mg, 10%). LC-MS (ES, m/z): 207 [M+H]; A solution of 2,3-dihydro-1H-indole-2,3-dione (1 eq.) and sodium hydroxide (1.1 eq.) in water was stirred for 5-30 mm at 25 C. Then a solution of sodium nitrite (1 1 eq.) in water and concentrated sulfuric acid (2 eq.) were added dropwise with stirring at 0.-10 C. After 5-30 mm a solution of SnC12 (2.5 eq.) in concentrated hydrochloric acid (15-30 eq.) was added slowly. After5 being stirred for 1–5 h at 25 C the reaction mixture was filtered and the solid was dissolved in methanol. Sulfuric acid (0.5-1 eq.) was added to the solution and the solution was heated to reflux overnight. The resulting mixture was concentrated under vacuum, diluted with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated under vacuum to give the ester which may need further purification such as fresh chromatography.

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 52351-75-4, 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. 52351-75-4 name is 6-Methoxyindoline-2,3-dione, 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.

Intermediate- 136: 6-Methoxy-l-methylindoline-2, 3-dione:To a stirred suspension of commercially available 6-methoxyindoline-2,3-dione (0.2 g ,1.12 mmol) and sodium hydride (60% w/w dispersion in mineral oil, 0.067 g,2.79 mmol) in dry DMF ( 5 ml) was added methyl iodide (0.084 ml, 1.35 mmol) slowly at 0 C. The mixture was stirred at 0 C for 45 min and quenched with water (10 ml) at 0 C and added ethyl acetate. The two phases were separated and the aqueous phase was extracted with ethyl acetate (2x 25 ml). The combined organic layer was washed with water (2×20 ml), followed by brine (2×20 ml), dried over sodium sulfate and filtered. The filtrate was concentrated in vacuum to dryness to get a brown solid of 6-methoxy-l-methylindoline-2, 3-dione (0.140 g, 65%). 1H NMR (400 MHz, CDC13) delta 7.58 (d, J = 8 Hz, 1H), 6.57 (dd, J = 8 Hz, 4 Hz, 1H), 6.36 (d, J = 4 Hz, 1H), 3.93 (s, 3H), 3.22 (s, 3H); MS (ES+) m/z 191.9 (M+l), 213.9 (M+ Na)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Methoxyindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; LUPIN LIMITED; PADIYA, Kamlesh, Jyotindra; NAIR, Prathap, S.; PAL, Ravindra, Ramsurat; CHAURE, Ganesh, Shankar; GUDADE, Ganesh, Bhausaheb; PARKALE, Santosh, Sadashiv; MANOJKUMAR, Vishwanath, Lohar; SWAPNIL, Ramesh, Bajare; SMITA, Aditya, Bhoskar; SACHIN, Dilip, Survase; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2012/49555; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

52351-75-4, name is 6-Methoxyindoline-2,3-dione, 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. 52351-75-4

To a solution of 6-methoxyindoline-2,3-dione (350 mg, 1.976 mmol) in acetonitrile (10 ml), K2CO3 (328 mg, 2.371 mmol) and tert-butyl 2-bromoacetate (350 mul, 2.371 mmol) were added, and the mixture was reacted at room temperature overnight. The insoluble inorganic salts were filtered off and the solvent was evaporated obtaining the crude title compound (550 mg, 1.888 mmol, 96% yield). MS/ESI+ 292.1 [MH]+. The crude was used in the next step without further purification.

Statistics shows that 52351-75-4 is playing an increasingly important role. we look forward to future research findings about 6-Methoxyindoline-2,3-dione.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Carzaniga, Laura; La Porta, Elena; Guala, Matilde; US2013/102576; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-2,3-dione, 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. 52351-75-4

General procedure: 2-Acetoxy-4?-methoxyacetophenone(5b) (779 mg, 3.74 mmol) in EtOH (8.20 mL) was added to a solution of compound 4a (500 mg,3.40 mmol) in 10N NaOH (3.0 mL) and EtOH (800 L) at 85 C. After the mixture was stirred at 85 Cfor 1 h, H2O (10.0 mL) was added to the mixture at 0 C. The mixture was acidified to pH 1 with 1N HCl.The precipitate was collected by filtration and washed with H2O and EtOH to give the title compound 6bas a yellow solid (742 mg, 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 52351-75-4.

Reference:
Article; Yamamoto, Koki; Okazaki, Shiho; Ohno, Hiroaki; Matsuda, Fuko; Ohkura, Satoshi; Maeda, Kei-ichiro; Fujii, Nobutaka; Oishi, Shinya; Bioorganic and Medicinal Chemistry; vol. 24; 16; (2016); p. 3494 – 3500;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

52351-75-4, The chemical industry reduces the impact on the environment during synthesis 52351-75-4, name is 6-Methoxyindoline-2,3-dione, I believe this compound will play a more active role in future production and life.

5.0 g (1 equivalent) of 6-methoxyisatin was dissolved in 25 ml of ethanol.Add 4 ml (1.1 equivalents) of acetophenone and 5.2 g (3 equivalents) of potassium hydroxide solid, heat at 80 C under reflux, and stir for 48 hours.The heating and stirring were stopped, the ethanol was concentrated to dryness, and extracted with ethyl acetate and water three times. The organic phase was combined, and the organic phase was concentrated by spin-drying, and then neutralized by adding 2N diluted hydrochloric acid in an ice bath to precipitate a solid. After the test paper was detected to be weakly acidic, the acid was stopped to be added dropwise, and the mixture was allowed to stand for filtration, and the filter cake was washed with water to obtain 6.20 g of a pale red solid. The yield was 74%.

The chemical industry reduces the impact on the environment during synthesis 6-Methoxyindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sun Yat-sen University; Wang Yuanxiang; Zhang Xiaolei; Huang Qiuyao; Zhong Yan; Hu Wenhao; (26 pag.)CN110105279; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 52351-75-4 name is 6-Methoxyindoline-2,3-dione, 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. 52351-75-4

A mixture of NaH (11.3 mmol, 2.0 eq) and ylide salt (11.3 mmol, 2.0 eq) was stirred at 0 C for 1h under N2 protection. Then 6-methoxyindoline-2,3-dione (5.6 mmol, 1.0 eq) was added and the mixture was stirred under 80 C for 2h. The resulting solution was poured into satd.aq. NH4Cl, and the organic layer was separated and dried over Na2SO4. The solvent was removed under reduced pressure and the product was dissolved in CH3CN, follwed by DMAP (11.3 mmol, 2.0 eq), (Boc)2O (11.3 mmol, 2.0eq) were added, the mixture was stirred under room temperature for 20 min. The crude product product was also obtained after the solvent was removed under reduced pressure and then dissloved in EA and stirred with Pd/C (20% w/w) under H2 condition for 4h under room temperature. The mixture was filtered and purified by silica gel chromatography (petroleum ether/ethyl acetate = 8/1-5/1) to afford the product 1t.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Methoxyindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Jin, Qiaowen; Zheng, Changwu; Zhao, Gang; Zou, Gang; Tetrahedron; vol. 74; 30; (2018); p. 4134 – 4144;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem