2-bromo-4-isopropyl-1-isothiocyanatobenzene -Drug Synthesis Database

【结构式】

【分子编号】27728

【品名】2-bromo-4-isopropyl-1-isothiocyanatobenzene

【CA登记号】

【分子式】C₁₀H₁₀BrNS

【分子量】256.16614

【元素组成】C 46.89% H 3.93% Br 31.19% N 5.47% S 12.52%

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：(II)

Aniline (I) was converted to the isothiocyanate (II) using thiophosgene in DMF, and then treated with cyanoacetamide and sulfur to afford thiazolothione (III). Subsequent reaction of (III) with acetic anhydride generated the pyrimidine (IV), which was chlorinated with refluxing POCl3 to give (V). Finally, condensation of (V) with diethylamine in boiling acetone furnished the target compound.

参考文献中间体

合成目标

【1】 Beck, J.P.; et al.; Thiazolo[4,5-d]pyrimidine thiones and -ones as corticotropin-releasing hormone (CRH-R1) receptor antagonists. Bioorg Med Chem Lett 1999, 9, 8, 1185.

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)	23782	2-bromo-4-isopropylaniline; 2-bromo-4-isopropylphenylamine	51605-97-1	C₉H₁₂BrN	详情	详情
(II)	27728	2-bromo-4-isopropyl-1-isothiocyanatobenzene		C₁₀H₁₀BrNS	详情	详情
(III)	27729	4-amino-3-(2-bromo-4-isopropylphenyl)-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxamide		C₁₃H₁₄BrN₃OS₂	详情	详情
(IV)	27730	3-(2-bromo-4-isopropylphenyl)-5-methyl-2-thioxo-2,3-dihydro[1,3]thiazolo[4,5-d]pyrimidin-7(6H)-one		C₁₅H₁₄BrN₃OS₂	详情	详情
(V)	27731	3-(2-bromo-4-isopropylphenyl)-7-chloro-5-methyl[1,3]thiazolo[4,5-d]pyrimidine-2(3H)-thione		C₁₅H₁₃BrClN₃S₂	详情	详情

Extended Information