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【结 构 式】

【分子编号】30707

【品名】1-aziridinyl(4-chlorophenyl)methanone

【CA登记号】

【 分 子 式 】C9H8ClNO

【 分 子 量 】181.62136

【元素组成】C 59.52% H 4.44% Cl 19.52% N 7.71% O 8.81%

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)

This compound can be prepared in several different ways: 1) By reaction of p-chlorobenzoyl chloride (I) with N-(2-aminoethyl)morpholine (II) in pyridine. 2) By reaction of p-chlorobenzoyl anhydride (III) with N-(2-aminoethyl)morpholine (II) in pyridine. 3) By reaction of methyl p-chlorobenzoate (IV) with N-(2-aminoethyl)morpholine (II) at 120 C. 4) By reaction of N-(p-chlorobenzoyl)succinimide (V) with N-(2-aminoethyl)morpholine (II) in dioxane. 5) By reaction of p-nitrophenyl p-chlorobenzoate (VI) with N-(2-aminoethyl)morpholine (II) in THF. 6) By reaction of p-chloro-N-(2-chloroethyl)benzamide (VII) with morpholine (VIII) at 100 C. 7) By reaction of p-chlorobenzoylaziridine (IX) with morpholine (VIII) in refluxing toluene. 8) By reaction of p-chlorobenzaldehyde (X) with N-(2-aminoethyl)morpholine (II) in refluxing benzene to give 4-[2-[(p-chlorobenzylidene)amino]ethyl]morpholine (XI), followed by an oxidation with H2O2 in methanol. 9) By reaction of p-chloro-N-(2-morpholinoethyl)thiobenzamide (XII) with lead tetraacetate in refluxing water. 11) By reaction of p-chlorobenzoic acid (XIV) with N-(2-aminoethyl)morpholine (II) by means of dicyclohexylcarbodiimide in pyridine, or by means of chloroformic acid ethyl ester and triethylamine in acetone. 10) By isomerization of (alpha-(p-chlorophenyl)-N-(2-morpholinoethyl)nitrone (XIII) in hot acetic acid - acetic anhydride, followed by a treatment with NaOH.

1 Bukard, W.; Wyss, P.C. (F. Hoffmann-La Roche AG); Benzamides. BE 0851422; CA 1076112; DE 2706179; FR 2340940; GB 1512194; JP 52100476; NL 7701144; US 4210754; ZA 7700488 .
2 Blancafort, P.; Serradell, M.N.; Castaner, J.; Grau, M.; Moclobemide. Drugs Fut 1983, 8, 2, 124.
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) 10295 p-Chlorobenzoyl chloride; 4-Chlorobenzoyl chloride 122-01-0 C7H4Cl2O 详情 详情
(II) 12880 4-(2-Aminoethyl)morpholine; 2-(4-Morpholinyl)ethylamine; 2-(4-Morpholinyl)-1-ethanamine; N-(2-Aminoethyl)morpholine; N-Morpholine ethanamide 2038-03-1 C6H14N2O 详情 详情
(III) 30702 4-chloro-1-benzenecarboxylic anhydride C14H8Cl2O3 详情 详情
(IV) 30703 methyl 4-chlorobenzoate 1126-46-1 C8H7ClO2 详情 详情
(V) 30704 1-(4-chlorobenzoyl)-2,5-pyrrolidinedione C11H8ClNO3 详情 详情
(VI) 30705 4-nitrophenyl 4-chlorobenzoate C13H8ClNO4 详情 详情
(VII) 30706 4-chloro-N-(2-chloroethyl)benzamide C9H9Cl2NO 详情 详情
(VIII) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
(IX) 30707 1-aziridinyl(4-chlorophenyl)methanone C9H8ClNO 详情 详情
(X) 29029 4-chlorobenzaldehyde 104-88-1 C7H5ClO 详情 详情
(XI) 30708 N-[(E)-(4-chlorophenyl)methylidene]-2-(4-morpholinyl)-1-ethanamine; N-[(E)-(4-chlorophenyl)methylidene]-N-[2-(4-morpholinyl)ethyl]amine C13H17ClN2O 详情 详情
(XII) 30709 4-chloro-N-[2-(4-morpholinyl)ethyl]benzenecarbothioamide C13H17ClN2OS 详情 详情
(XIII) 30710 [(Z)-(4-chlorophenyl)methylidene][2-(4-morpholinyl)ethyl]ammoniumolate C13H17ClN2O2 详情 详情
(XIV) 18359 p-chlorobenzoic acid; 4-chlorobenzoic acid 74-11-3 C7H5ClO2 详情 详情
Extended Information