• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】63669

【品名】2-amino-4-methoxybenzenethiol; 2-amino-4-methoxyphenylhydrosulfide

【CA登记号】

【 分 子 式 】C7H9NOS

【 分 子 量 】155.2206

【元素组成】C 54.17% H 5.84% N 9.02% O 10.31% S 20.66%

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)

5-Methoxy-2-methylbenzothiazole (I) is hydrolyzed by NaOH in ethylene glycol to furnish 2-amino-4-methoxythiophenol (II), which is further alkylated with iodomethane and potassium tert-butoxide, yielding thioether (III). Condensation of aniline (III) with 2-(chloromethyl)imidazoline (IV) in the presence of phenol provides (V). After oxidation of sulfide (V) to the corresponding sulfone by means of m-chloroperbenzoic acid, the title compound is isolated as its fumarate salt (1,2).

1 Hodson, S.J.; Bishop, M.J.; Speake, J.D.; Navas, F. III; Garrison, D.T.; Bigham, E.C.; Saussy, D.L. Jr.; Liacos, J.A.; Irving, P. E.; Gobel, M.J.; Sherman, B.W.; 2-(Anilinomethyl)imidazolines as alpha1 adrenergic receptor agonists: The discovery of alpha1a subtype selective 2'-alkylsulfonyl-substituted analogues. J Med Chem 2002, 45, 11, 2229.
2 Hodson, S.J.; Navas, F. III; Bishop, M.J.; Bigham, E.C.; Garrison, D.T.; Drewry, D.H.; Speake, J.D. (Glaxo Group Ltd.); Imidazoline derivs. as alpha-1A adrenoceptor ligands. WO 0066563 .
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) 63668 5-methoxy-2-methyl-1,3-benzothiazole; methyl 2-methyl-1,3-benzothiazol-5-yl ether C9H9NOS 详情 详情
(II) 63669 2-amino-4-methoxybenzenethiol; 2-amino-4-methoxyphenylhydrosulfide C7H9NOS 详情 详情
(III) 63670 5-methoxy-2-(methylsulfanyl)aniline; 5-methoxy-2-(methylsulfanyl)phenylamine C8H11NOS 详情 详情
(IV) 17330 2-(chloromethyl)-4,5-dihydro-1H-imidazole C4H7ClN2 详情 详情
(V) 63671 N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-5-methoxy-2-(methylsulfanyl)aniline; N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-[5-methoxy-2-(methylsulfanyl)phenyl]amine C12H17N3OS 详情 详情
Extended Information