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

【结 构 式】

【分子编号】39676

【品名】N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide

【CA登记号】

【 分 子 式 】C14H15NO4S

【 分 子 量 】293.34344

【元素组成】C 57.32% H 5.15% N 4.77% O 21.82% S 10.93%

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:(IV)

A preparative-scale synthetic route for T-614 has been reported: The reaction of 4-chloro-3-nitroanisole (I) with potassium phenolate in hot DMF gives 4-phenoxy-3-nitroanisole (II), which is reduced to the corresponding 3-amino compound (III) by treatment with Fe and HCl. The reaction of (III) with mesyl chloride in pyridine affords the sulfonamide (IV), which is acylated with 2-aminoacetonitrile (V) and AlCl3 in nitrobenzene/HCl giving the 2-aminoacetophenone (VI). Formylation of (VI) at the NH2 with acetic formic anhydride yields the formamide (VII), which is demethylated with AlCl3 and NaI in acetonitrile affording the phenol (VIII). Finally, this compound is cyclized with dimethylformamide dimethylacetal in DMF.

1 Yoshida, C.; Tanaka, K.; Nagaki, H.; Takeno, R.; Inaba, T.; Takano, S.; Synthesis and antiinflammatory activities of 7-methanesulfonylamino-6-phenoxychromones. Antiarthritic effect of the 3-formylamino compound (T-614) in chronic inflammatory disease models. Chem Pharm Bull 2000, 48, 1, 131.
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) 24772 1-chloro-4-methoxy-2-nitrobenzene 10298-80-3 C7H6ClNO3 详情 详情
(II) 39674 4-methoxy-2-nitrophenyl phenyl ether; 4-methoxy-2-nitro-1-phenoxybenzene C13H11NO4 详情 详情
(III) 39675 5-methoxy-2-phenoxyphenylamine; 5-methoxy-2-phenoxyaniline C13H13NO2 详情 详情
(IV) 39676 N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide C14H15NO4S 详情 详情
(V) 39680 2-aminoacetonitrile C2H4N2 详情 详情
(VI) 39677 N-[4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl]methanesulfonamide C16H18N2O5S 详情 详情
(VII) 39678 N-[4-[2-(formylamino)acetyl]-5-methoxy-2-phenoxyphenyl]methanesulfonamide C17H18N2O6S 详情 详情
(VIII) 39679 N-[4-[2-(formylamino)acetyl]-5-hydroxy-2-phenoxyphenyl]methanesulfonamide C16H16N2O6S 详情 详情
(IX) 11984 N-(Dimethoxymethyl)-N,N-dimethylamine;dimethylformamide dimethylacetal;1,1-dimethoxy-N,N-dimethylmethanamine; Dimethoxy-N,N-dimethylmethanamine; N,N-Dimethylformamide dimethyl acetal 4637-24-5 C5H13NO2 详情 详情
Extended Information