ethyl 4-[[2-(4-chlorophenoxy)anilino]carbonyl]-1-piperazinecarboxylate; Ethyl-4-[(o-(p-Chlorophenoxy)phenyl)carbamoyl]-1-piperazine carboxylate -Drug Synthesis Database

【结构式】

【分子编号】34089

【品名】ethyl 4-[[2-(4-chlorophenoxy)anilino]carbonyl]-1-piperazinecarboxylate; Ethyl-4-[(o-(p-Chlorophenoxy)phenyl)carbamoyl]-1-piperazine carboxylate

【CA登记号】

【分子式】C₂₀H₂₂ClN₃O₄

【分子量】403.8652

【元素组成】C 59.48% H 5.49% Cl 8.78% N 10.4% O 15.85%

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：(II)

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.

参考文献中间体

合成目标

【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

Extended Information