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【结 构 式】

【分子编号】11849

【品名】2-(Benzhydrylsulfanyl)acetyl chloride

【CA登记号】

【 分 子 式 】C15H13ClOS

【 分 子 量 】276.78632

【元素组成】C 65.09% H 4.73% Cl 12.81% O 5.78% S 11.59%

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:(V)

This compound can be obtained by two related ways: 1) The condensation of benzhydrol (I) with chloroacetic acid (II) by means of thiourea (III) in concentrated hydrobromic acid at 95 C gives 2-(diphenylmethylthio)acetic acid (IV), which by reaction with SOCl2 in refluxing benzene is converted into the acid chloride (V). The reaction of (V) with ammonium hydroxide in water - methylene chloride affords 2-(diphenylmethylthio)acetamide (VI), which is finally oxidized with hydrogen peroxide. 2) Acid (IV) can also be oxidized with hydrogen peroxide to give 2-(diphenylmethylsulfinyl)acetic acid (VII), which is methylated with dimethylsulfate and NaHCO3 to the corresponding methyl ester (VIII). Finally, this compound is treated with ammonia in anhydrous methanol.

1 Lafon, L. (Laboratoires L. Lafon); Acetamide derivs. DE 2809625; FR 2385693; US 4177290 .
2 Prous, J.; Castaner, J.; MODAFINIL. Drugs Fut 1990, 15, 2, 130.
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) 11845 Diphenylmethanol; Benzhydrol 91-01-0 C13H12O 详情 详情
(II) 10180 Thiourea 62-56-6 CH4N2S 详情 详情
(III) 11847 2-Chloroacetic acid; Chloroacetic Acid 79-11-8 C2H3ClO2 详情 详情
(IV) 11848 2-(Benzhydrylsulfanyl)acetic acid C15H14O2S 详情 详情
(V) 11849 2-(Benzhydrylsulfanyl)acetyl chloride C15H13ClOS 详情 详情
(VI) 11850 2-(Benzhydrylsulfanyl)acetamide C15H15NOS 详情 详情
(VII) 11851 2-(Benzhydrylsulfinyl)acetic acid C15H14O3S 详情 详情
(VIII) 11852 methyl 2-(benzhydrylsulfinyl)acetate C16H16O3S 详情 详情
Extended Information