【结 构 式】 |
【分子编号】41086 【品名】N-(2-phenyl-3,4-dihydro-2H-thiochromen-4-yl)-1H-imidazole-1-carbothioamide 【CA登记号】 |
【 分 子 式 】C19H17N3S2 【 分 子 量 】351.4962 【元素组成】C 64.93% H 4.87% N 11.95% S 18.25% |
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:(V)2-Phenyl-3,4-dihydro-2H-1-benzothiopyran-4-one (I) was converted to oxime (II) upon treatment with hydroxylamine, and subsequently reduced to amine (III) by means of Zn and HOAc. Condensation of (III) with thiocarbonyl diimidazole (IV) produced the thioimidazolide (V), that was displaced with 2-bromoethyl amine (VI) to furnish thiourea (VII). Finally, cyclization of the N-(bromoethyl)thiourea (VII) in the presence of Et3N produced the target thiazoline derivative.
【1】 Lewis, J.J.; Bare, T.M.; Horchler, C.L.; et al.; Selective alpha2C-adrenoceptor agonist activity of imidazole, imidazoline, and imidazoline-related derivatives. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 268. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(I) | 41083 | 2-phenyl-2,3-dihydro-4H-thiochromen-4-one | C15H12OS | 详情 | 详情 | |
(II) | 41084 | 2-phenyl-2,3-dihydro-4H-thiochromen-4-one oxime | C15H13NOS | 详情 | 详情 | |
(III) | 41085 | 2-phenyl-4-thiochromanamine; 2-phenyl-3,4-dihydro-2H-thiochromen-4-ylamine | C15H15NS | 详情 | 详情 | |
(IV) | 11990 | Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole | 6160-65-2 | C7H6N4S | 详情 | 详情 |
(V) | 41086 | N-(2-phenyl-3,4-dihydro-2H-thiochromen-4-yl)-1H-imidazole-1-carbothioamide | C19H17N3S2 | 详情 | 详情 | |
(VI) | 38475 | 2-bromoethylamine; 2-bromo-1-ethanamine | C2H6BrN | 详情 | 详情 | |
(VII) | 41087 | N-(2-bromoethyl)-N'-(2-phenyl-3,4-dihydro-2H-thiochromen-4-yl)thiourea | C18H19BrN2S2 | 详情 | 详情 |
Extended Information