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

【结 构 式】

【分子编号】48702

【品名】5-Chloro-2-methoxybenzoic acid; 5-Chloro-o-anisic acid

【CA登记号】3438-16-2

【 分 子 式 】C8H7ClO3

【 分 子 量 】186.59448

【元素组成】C 51.5% H 3.78% Cl 19% O 25.72%

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)

Condensation of 2-(4-methoxyphenyl)ethylamine (I) with either 5-chloro-2-methoxybenzoic acid (II) by means of CDI and TEA or 5-chloro-2-methoxybenzoyl chloride (III) by means of pyridine and DMAP gives the corresponding benzamide (IV), which by treatment with chlorosulfonic acid yields the sulfonyl chloride (V). Reaction of compound (V) with aqueous ammonia in acetone affords the expected sulfonamide (VI), which is finally treated with methyl isothiocyanate (VII) by means of either KOtBu or NaH in DMF.

3 Englert, H.; Mania, D.; Hartung, J.; Gögelein, H.; Kaiser, J.; Linz, W.; Wettlaufer, D. (Aventis Pharma Deutschland GmbH); Substd. benzenesulfonylureas and -thioureas, process for their preparation and their use as pharmaceuticals. CA 2116165; EP 0612724; JP 1995304728; US 5574069; US 5698596; US 5776980 .
1 Martin, L.; Mealy, N.M.; Castaner, J.; Clamikalant sodium. Drugs Fut 2001, 26, 10, 951.
2 Gerlach, U.; Scheidler, S.; Mania, D.; Heitsch, H.; Goegelein, H.; Hartung, J.; Englert, H.C.; Cardioselective KATP channel blockers derived from a new series of m-anisamidoethylbenzenesulfonylthioureas. J Med Chem 2001, 44, 7, 1085.
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) 48701 1-(p-Methoxyphenyl)ethylamine; 1-Amino-2-(4-methoxyphenyl)ethane; 2-(4-Methoxyphenyl)ethylamine; 4-(2-Aminoethyl)anisole; 4-Methoxybenzeneethanamine; 4-Methoxyphenethylamine; 4-Methoxyphenylethylamine; p-Methoxy phenethylamine; p-Methoxy phenylethylamine 55-81-2 C9H13NO 详情 详情
(II) 48702 5-Chloro-2-methoxybenzoic acid; 5-Chloro-o-anisic acid 3438-16-2 C8H7ClO3 详情 详情
(III) 44240 5-chloro-2-methoxybenzoyl chloride C8H6Cl2O2 详情 详情
(IV) 48703 5-chloro-2-methoxy-N-(4-methoxyphenethyl)benzamide C17H18ClNO3 详情 详情
(V) 48704 5-[2-[(5-chloro-2-methoxybenzoyl)amino]ethyl]-2-methoxybenzenesulfonyl chloride C17H17Cl2NO5S 详情 详情
(VI) 48705 N-[3-(aminosulfonyl)-4-methoxyphenethyl]-5-chloro-2-methoxybenzamide C17H19ClN2O5S 详情 详情
(VII) 12092 Methyl isothiocyanate; MITC; (Methylimino)(thioxo)methane 556-61-6 C2H3NS 详情 详情
Extended Information