【结 构 式】 |
【分子编号】30703 【品名】methyl 4-chlorobenzoate 【CA登记号】1126-46-1 |
【 分 子 式 】C8H7ClO2 【 分 子 量 】170.59508 【元素组成】C 56.33% H 4.14% Cl 20.78% O 18.76% |
合成路线1
该中间体在本合成路线中的序号:(IV)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 |