Analyzing the synthesis route of 5-Aminoisoindolin-1-one

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-Aminoisoindolin-1-one, other downstream synthetic routes, hurry up and to see.

222036-66-0, A common compound: 222036-66-0, name is 5-Aminoisoindolin-1-one, 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.

5-Aminoisoindolin-1-one (5.92 g, 40 mmol) was added to a mixed solvent of concentrated hydrochloric acid/glacial acetic acid (13.3/4.0 mL), and cooled in an ice bath. A solution of sodium nitrite (3.04 g, 28 mmol) in water (4.4 mL) was added dropwise, and stirred at low temperature for 30 minutes. At the same time, glacial acetic acid was added in another flask and purged with sulfur dioxide until saturation. Thereto was added cuprous chloride (0.99 g, 10 mmol), and continuously purged with sulfur dioxide under stirring until the solid was almost completely dissolved. Diazonium salt solution prepared above was added dropwise slowly, and stirred at low temperature for half an hour and then at room temperature for 1 hour. The resulting mixture was extracted with dichloromethane, washed with water, and dried to give 1-oxoisoindoline-5-sulfonyl chloride (8.33 g). Yield: 90percent. MS m/z[ESI]: 232.0[M+1].

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-Aminoisoindolin-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Centaurus BioPharma Co., Ltd.; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XU, Xinhe; SHEN, Yu; XIAO, Dengming; LUO, Hong; PENG, Yong; HAN, Yongxin; ZHANG, Aiming; YANG, Ling; (51 pag.)EP3257857; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem