2-phenyl-4-thiochromanamine; 2-phenyl-3,4-dihydro-2H-thiochromen-4-ylamine -Drug Synthesis Database

【结构式】

【分子编号】41085

【品名】2-phenyl-4-thiochromanamine; 2-phenyl-3,4-dihydro-2H-thiochromen-4-ylamine

【CA登记号】

【分子式】C₁₅H₁₅NS

【分子量】241.35684

【元素组成】C 74.65% H 6.26% N 5.8% S 13.29%

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)

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.

参考文献中间体

合成目标

【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