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【结 构 式】

【分子编号】11894

【品名】7-Methoxy-1,2,3,4-tetrahydro-9-acridinecarboxamide

【CA登记号】

【 分 子 式 】C15H16N2O2

【 分 子 量 】256.30432

【元素组成】C 70.29% H 6.29% N 10.93% O 12.48%

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:(VII)

This compound can be prepared by two different methods: 1) By cyclocondensation of p-anisidine (I) with 2-oxocyclohexanecarboxylate (II) to 7-methoxy-1,2,3,4-tetrahydroacridone (III), which by treatment with refluxing POCl3 is converted to 9-chloro-7-methoxy-1,2,3,4-tetrahydroacridine (IV). This compound is converted to final product by treatment with NH3 in refluxing p-cresol. 2) By cyclocondensation of 5-methoxyisatin (V) and cyclohexanone (VI) in concentrated aqueous ammonia at 150 C to 7-methoxy-1,2,3,4-tetrahydroacridine-9-carboxamide (VII), followed by a Hoffman degradation with potassium hypobromite.

1 Sigal, M.V. Jr.; Brent, B.J.; Marchini, P.; 7,8,9,10-Tetrahalo-6H-cyclohepta[b]quinolines. US 3232945 .
2 Bielavsky, J.; Analogues of 9-amino-1,2,3,4-tetrahydroacridine. Coll Czech Chem Commun 1977, 42, 2802-7.
3 Dejmek, L.; 7-MEOTA. Drugs Fut 1990, 15, 2, 126.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
37678 p-cresol 106-44-5 C7H8O 详情 详情
(I) 10478 p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine 104-94-9 C7H9NO 详情 详情
(II) 11889 ethyl 2-oxocyclohexanecarboxylate; Ethyl 2-cyclohexanonecarboxylate 1655-07-8 C9H14O3 详情 详情
(III) 11890 7-Methoxy-1,3,4,10-tetrahydro-9(2H)-acridinone C14H15NO2 详情 详情
(IV) 11891 9-Chloro-5,6,7,8-tetrahydro-2-acridinyl methyl ether; 9-Chloro-7-methoxy-1,2,3,4-tetrahydroacridine C14H14ClNO 详情 详情
(V) 11892 5-Methoxy-1H-indole-2,3-dione 39755-95-8 C9H7NO3 详情 详情
(VI) 11059 Cyclohexanone 108-94-1 C6H10O 详情 详情
(VII) 11894 7-Methoxy-1,2,3,4-tetrahydro-9-acridinecarboxamide C15H16N2O2 详情 详情
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