Tag: M.W=100-200

These common heterocyclic compound, 59-48-3, name is Indolin-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. Safety of Indolin-2-one

To a 50 ml single-flask containing 30 ml of acetonitrile was cooled to 0C. Indole-2-one (0.023 mol) and N-bromosuccinimide (0.023 mol) was added, and then stirred at 0C for 4 hours. The primrose precipitate was collected by vacuum filtration, washed with water, and dried under in the air.

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

Reference:
Article; Wang, Lihong; Li, Zhanshan; Lu, Lianhong; Zhang, Wei; Tetrahedron; vol. 68; 5; (2012); p. 1483 – 1491;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 340702-10-5, name is 6-Fluoroisoindolin-1-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: 340702-10-5

To a stirred solution of 6-fluoroisoindolin-l-one (10 g, 66.2 mmol) in anhydrous dichloromethane (100 mL) were added triethylamine (16.72, 165.5 mmol, 21.8 mL), di-iert-butyl dicarbonate (17.3 g, 79.4 mmol) and catalytic DMAP (100 mg) at room temperature. The reaction mixture was stirred at room temperature for 16 h. After completion, this was diluted with CH2CI2, washed with H20, and then washed with saturated aqueous NaHCC . The organic layer was dried over NaiSOzt, filtered and concentrated in vacuo. The crude compound was purified by silica gel, chromatography (0-30% ethyl acetate in hexanes) to give the product. MS: (ES) m/z calculated for C13H14FNO3 PVI + H]+ 252.3, found 252.3.

The synthetic route of 6-Fluoroisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean, R.; FAN, Junfa; KALISIAK, Jaroslaw; KRASINSKI, Antoni; LELETI, Manmohan, Reddy; MALI, Venkat; MCMAHON, Jeffrey; SINGH, Rajinder; TANAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; (198 pag.)WO2017/87607; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7699-18-5, name is 5-Methoxyindolin-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 7699-18-5, COA of Formula: C9H9NO2

General procedure: To a Schlenk tube were added indolin-2-one 1 (0.3 mmol), t-BuOOH (0.6 mmol), and DCE (2 mL). Then the tube was stirred at 85 oC under air for the indicated time until complete consumption of starting material monitored by TLC analysis. After the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was re-extracted with ethyl acetate (3×10 mL). The combined organic extracts were dried over Na2SO4, removal of the solvent under vacuum afforded the crude product, which was purified further by column chromatography using hexane-ethyl acetate (10:1).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Ying, Wei-Wei; Zhu, Wen-Ming; Liang, Hongze; Wei, Wen-Ting; Synlett; vol. 29; 2; (2018); p. 215 – 218;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 2913-97-5, A common heterocyclic compound, 2913-97-5, name is N-(2-Oxoethyl)phthalimide, molecular formula is C10H7NO3, 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 Example 32A (12.1 g) in methanol (20 mL) was added L-isoleucine tert-butyl ester hydrochloride (13.0 g, 58 mmol), sodium cyanoborohydride (7.3 g, 116 mmol), and acetic acid (2 mL). The resulting solution was stirred for 3 hrs at 25° C. and the methanol removed under vacuum, dichloromethane (500 mL) added, and the solution extracted with aq. NaHCO3 (2.x.300 mL). Evaporation and purification of the organic layer gave 12.9 g of the title compound.

The synthetic route of 2913-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flentge, Charles A.; Chen, Hui-Ju; DeGoey, David A.; Flosi, William J.; Grampovnik, David J.; Huang, Peggy P.; Kempf, Dale J.; Klein, Larry L.; Krueger, Allan C.; Madigan, Darold L.; Randolph, John T.; Sun, Minghua; Yeung, Ming C.; Zhao, Chen; US2005/131042; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, 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 7147-90-2, SDS of cas: 7147-90-2

General procedure: Phthalic anhydride or its derivatives (2.0 mmol) and 4-aminobutyric acid (2.0 mmol) were added to glacial acetic acid (10 mL) and heated to 100 C for 3 h. The reaction was quenched with water (10 mL) and was adjusted to pH 6-8 with NaOH (0.1 mol/L). The mixture was extracted with dichloromethane (10 mL × 3), and the organic layer was washed with aq. NaHCO3, and water and then evaporated to afford intermediate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloroisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Wu, Hongna; Wu, Jun; Zhang, Wenxuan; Li, Zhongwen; Fang, Jinhui; Lian, Xu; Qin, Tong; Hao, Jie; Zhou, Qi; Wu, Song; Bioorganic and Medicinal Chemistry Letters; vol. 29; 7; (2019); p. 870 – 872;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 7699-18-5, The chemical industry reduces the impact on the environment during synthesis 7699-18-5, name is 5-Methoxyindolin-2-one, I believe this compound will play a more active role in future production and life.

General procedure: The appropriate indolin-2-one (10 mmol) was dissolved in methanol (100 mL) and treated with the equivalent of the appropriate imidazo[2,1-b]thiazole-5-carbaldehyde 2 and piperidine (1 mL toobtain compounds 6, 8, 10) or 37% hydrochloric acid (1 mL to obtain compounds 7, 9). The reaction mixture was refluxed for 8-13 h (according to a TLC test), and the precipitate formed on cooling was collected by filtration.

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

Reference:
Article; Conti, Ilaria; Morigi, Rita; Locatelli, Alessandra; Rambaldi, Mirella; Bua, Gloria; Gallinella, Giorgio; Leoni, Alberto; Molecules; vol. 24; 6; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 1127-59-9, These common heterocyclic compound, 1127-59-9, name is 7-Methylindoline-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: 0.31 g (1.1 mmol) of 3,5-di-tert-butyl-4-hydroxybenzyl acetate 14 and 0.03 mL of triethyl-amine were added to a continuously stirred solution of the isatin derivative 1?13 (1 mmol) in DMF. The reaction was performed at 70°, completion of the reaction of the reactants was determined by TLC. After cooling to ambient, the reaction mixture was poured into a brine. The obtained precipitate was filtered off, washed with water, and dried in vacuum (12 mmHg).

The synthetic route of 1127-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bogdanov; Zaripova; Voloshina; Strobykina; Kulik; Bukharov; Mironov; Russian Journal of General Chemistry; vol. 88; 1; (2018); p. 57 – 67; Zh. Obshch. Khim.; vol. 88; 1; (2018); p. 61 – 71,11;,
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. 59-48-3, name is Indolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

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.

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:
Patent; Sugen. Inc.; US2003/100555; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 675109-45-2, name is 6-Amino-2,3-dihydro-1H-isoindol-1-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 675109-45-2, Recommanded Product: 6-Amino-2,3-dihydro-1H-isoindol-1-one

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Amino-2,3-dihydro-1H-isoindol-1-one, and friends who are interested can also refer to it.

Reference:
Article; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
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. 150560-58-0, name is 5-Isopropylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H11NO2

General procedure: A mixture of PPh3 (1.1 eq), isatin or 5-nitro-isatin (1.0 eq), andsubstituted 2-bromoacetate (1.1 eq) was heated at 80 C, then morpholine (1.1 eq) was added. After the reaction completion and cooling to the room temperature, the mixture was diluted with water, extracted with CH2Cl2, and the organic phase was dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by chromatography using Petroleum ether/Ethyl acetate to give the target compounds.

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 150560-58-0.

Reference:
Article; Song, Zhuang; Chen, Cai-Ping; Liu, Jun; Wen, Xiaoan; Sun, Hongbin; Yuan, Haoliang; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 809 – 819;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem