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【结 构 式】 
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【分子编号】34090 【品名】2-chlorodibenzo[b,f][1,4]oxazepin-11-amine; 2-chlorodibenzo[b,f][1,4]oxazepin-11-ylamine 【CA登记号】 |
【 分 子 式 】C13H9ClN2O 【 分 子 量 】244.68004 【元素组成】C 63.82% H 3.71% Cl 14.49% N 11.45% O 6.54% |
合成路线1
该中间体在本合成路线中的序号：(III)The reaction of O-(p-chlorophenoxy)aniline hydrochloride (I) with ethyl chlorocarbonate (A) in pyridine ether gives ethyl O-(p-chlorophenoxy)phenylcarbanilate (II), which is condensed with N-carbetoxypiperazine (B) by means of Na2O or NaOCH3 in refluxing benzene to afford ethyl 4-[(O-(p-chlorophenoxy)phenyl)carbamoyl]-1-piperazine carboxylate (III). This product is finally decarboxylated and cyclized with P2O5 in refluxing POCl3.
| 【1】 Howell, C.F.; et al.; Treatment of depression with 2-chloro-11-(pipeazinyl)dibenz[b,f][1,4]oxazepines and acid addition salts thereof. BE 0698690; FR 7845M; GB 1192812; GB 1192812; NL 6706970; US 3663696; US 3681357 . |
| 【2】 Playle, A.C.; Castaner, J.; Amoxapine. Drugs Fut 1976, 1, 11, 511. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 11229 | 1-[(Chlorocarbonyl)oxy]ethane;ethyl carbonochloridate; Carbonchloridic acid ethyl ester;Ethyl chloroformate;Ethyl chlorocarbonate | 541-41-3 | C3H5ClO2 | 详情 | 详情 |
| (B) | 24694 | N-ethoxycarbonylpiperidine; Ethyl 1-piperazinecarboxylate; N-Ethoxycarbonyl piperazine; N-Carbethoxy piperazine | 120-43-4 | C7H14N2O2 | 详情 | 详情 |
| (I) | 34008 | 1-(2,6-dimethylphenoxy)acetone oxime | C11H15NO2 | 详情 | 详情 | |
| (II) | 34089 | ethyl 4-[[2-(4-chlorophenoxy)anilino]carbonyl]-1-piperazinecarboxylate; Ethyl-4-[(o-(p-Chlorophenoxy)phenyl)carbamoyl]-1-piperazine carboxylate | C20H22ClN3O4 | 详情 | 详情 | |
| (III) | 34090 | 2-chlorodibenzo[b,f][1,4]oxazepin-11-amine; 2-chlorodibenzo[b,f][1,4]oxazepin-11-ylamine | C13H9ClN2O | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IV)The condensation of 11-amino-2-chlorodibenzo[b,f][1,4]oxazepine (IV) with piperazine (A) by means of aluminum chloride at 100 C.
| 【1】 Howell, C.F.; et al.; Nouveau procédé pour la préparation des 11-tert-aminodibenz[b,f][1,4]oxazépines et thiazépines. DE 1645954; ES 335760; FR 1508536; US 3444169 . |
| 【2】 Playle, A.C.; Castaner, J.; Amoxapine. Drugs Fut 1976, 1, 11, 511. |