1-(2,6-dimethylphenoxy)acetone oxime -Drug Synthesis Database

【结构式】

【分子编号】34008

【品名】1-(2,6-dimethylphenoxy)acetone oxime

【CA登记号】

【分子式】C₁₁H₁₅NO₂

【分子量】193.24564

【元素组成】C 68.37% H 7.82% N 7.25% O 16.56%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

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

合成路线2

该中间体在本合成路线中的序号：(I)

By hydrogenation of 1-(2',6'-dimethylphenoxy)-2-propanoxime (I) with H2 over Raney-Ni in methanol.

参考文献中间体

合成目标

【1】 Koeppe, H.; et al.; ZA 6903772 .
【2】 Thorpe, P.; Castaner, J.; Mexiletine. Drugs Fut 1976, 1, 4, 180.

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)	34008	1-(2,6-dimethylphenoxy)acetone oxime		C₁₁H₁₅NO₂	详情	详情

Extended Information