【结 构 式】 |
【分子编号】23532 【品名】N-(2-hydroxy-4-methylphenyl)thiourea 【CA登记号】 |
【 分 子 式 】C8H10N2OS 【 分 子 量 】182.24628 【元素组成】C 52.72% H 5.53% N 15.37% O 8.78% S 17.59% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号:(III)Condensation of benzoil isothiocyanate (I) with 6-amino-m-cresol in refluxing acetone gives N-benzoyl-N'-(2-hydroxy-4-methylphenyl)thiourea (II), which is hydrolyzed with sodium hydroxide to afford N-(2-hydroxy-4-methyl(phenyl)thiourea (III). Thiazolyl ring closure is obtained by addition of chloroacetaldehyde diethylacetal in refluxing ethanol catalyzed by p-toluenesulfonic acid. 2-(2-Hydroxy-4-methylphenyl)aminothiazole is then converted to its hydrochloride sait by bubbling gaseous hydrochloric acid.
【1】 Alazet, A.; Bonne, C.; Coquelet, C.; Sincholle, D. (Chauvin Laboratories SA); N-Substd. 2-amino-thiazoles, process for their pre. EP 0202157; ES 8900045; FR 2581063; JP 1987077375; US 4785008 . |
【2】 Coquelet, C.; Bonne, C.; CBS-113 A. Drugs Fut 1987, 12, 6, 525. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
63311 | 2-chloro-1-ethoxyethyl ethyl ether; 2-chloro-1,1-diethoxyethane | C6H13ClO2 | 详情 | 详情 | ||
(A) | 23533 | 2-amino-5-methylphenol | 2835-98-5 | C7H9NO | 详情 | 详情 |
(I) | 23530 | benzoyl isothiocyanate | 532-55-8 | C8H5NOS | 详情 | 详情 |
(II) | 23531 | N-benzoyl-N'-(2-hydroxy-4-methylphenyl)thiourea | C15H14N2O2S | 详情 | 详情 | |
(III) | 23532 | N-(2-hydroxy-4-methylphenyl)thiourea | C8H10N2OS | 详情 | 详情 |
Extended Information