1,3,4,4a,9a,10-hexahydro-9(2H)-acridinone -Drug Synthesis Database

【结构式】

【分子编号】28180

【品名】1,3,4,4a,9a,10-hexahydro-9(2H)-acridinone

【CA登记号】

【分子式】C₁₃H₁₅NO

【分子量】201.26824

【元素组成】C 77.58% H 7.51% N 6.96% O 7.95%

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：(IX)

The cyclocondensation of aniline (VII) with ethyl 2-oxocyclo-hexanecarboxylate (VIII) by means of HCl in refluxing benzene gives 9-acridone (IX), which by treatment with refluxing POCl3 is converted to 9-chloroacridine (X). Finally, this compound is treated with anhydrous NH3 in p-cresol), or with ethanolic ammonia with a Cu catalyst.

参考文献中间体

合成目标

【1】 Hottelart, C.; et al.; J Chem Soc 1947, 92, 3, 634-637.
【2】 Sigal, M.V. Jr.; Brent, B.J.; Marchini, P.; 7,8,9,10-Tetrahalo-6H-cyclohepta[b]quinolines. US 3232945 .
【3】 Castaner, R.M.; Serradell, M.N.; Castaner, J.; Tacrine. Drugs Fut 1987, 12, 11, 1032.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(VIII)	11889	ethyl 2-oxocyclohexanecarboxylate; Ethyl 2-cyclohexanonecarboxylate	1655-07-8	C₉H₁₄O₃	详情	详情
(IX)	28180	1,3,4,4a,9a,10-hexahydro-9(2H)-acridinone		C₁₃H₁₅NO	详情	详情
(X)	28181	9-chloro-1,2,3,4-tetrahydroacridine		C₁₃H₁₂ClN	详情	详情

Extended Information