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ChemicalBook CAS DataBase List Ciclopirox ethanolamine

Ciclopirox ethanolamine synthesis

3synthesis methods
Ciclopirox may be produced as follows: 2 g of 4-methyl-6-cyclohexyl-2-pyrone were heated with 1 g of hydroxylamine hydrochloride and 5 g of 2-aminopyridine to 80 C for 8 hours. The reaction mixture was then dissolved in methylene chloride, the amine was removed by shaking with dilute hydrochloric acid, the reaction product was extracted from the organic phase by means of dilute sodium hydroxide solution and the alkaline solution was acidified with acetic acid to a pH value of 6. The Ciclopirox ethanolamine precipitated in crystalline form. It was filtered off with suction, washed with water and dried. The yield was 1.05 g (49% of theory); melting point 143 C. Reaction of ciclopirox with ethanolamine gives the desired product.
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Yield:-

Steps:

Multi-step reaction with 3 steps
1.1: pyridine; thionyl chloride / 3 h / Reflux
2.1: aluminum (III) chloride / dichloromethane / 3 h / Reflux
2.2: 20 h / 20 - 30 °C
2.3: 1 h / 20 °C
3.1: ethyl acetate / 0.5 h / 50 °C

References:

Jiangxi Yong Tong Technology Co., Ltd.;Liu Zhongchun CN107417608, 2017, A

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