1,3-dichloro-2-[(dichloromethylene)amino]-5-[(2,2,2-trichloroacetyl)amino]benzene -Drug Synthesis Database

【结构式】

【分子编号】22596

【品名】1,3-dichloro-2-[(dichloromethylene)amino]-5-[(2,2,2-trichloroacetyl)amino]benzene

【CA登记号】

【分子式】C₉H₃Cl₇N₂O

【分子量】403.3046

【元素组成】C 26.8% H 0.75% Cl 61.53% N 6.95% O 3.97%

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：(V)

The cyclization of 2-amino-4'-bromobenzophenone (I) with ethyl 2-(methylthio)acetate (II) by means of tert-butyl hypochlorite in dichloromethane at 70 C gives 7-(4-bromobenzoyl)-3-(methylthio)-2,3-dihydro-1H-indol-2-one (III), which is desulfurized by a treatment with Raney Nickel in THF yielding 7-(4-bromobenzoyl)-2,3-dihydro-1H-indol-2-one (IV). Finally, this compound is hydrolyzed with refluxing 3N NaOH and acidified with concentrated HCl.

参考文献中间体

合成目标

【1】 York, B.M. Jr. (Alcon Laboratories, Inc.); Method for lowering intraocular pressure using phenylimino-imidazoles. US 4517199 .
【2】 Cavero, I.; Langer, S.Z.; York, B.M. Jr.; Method of lowering intraocular pressure using phenylimino-imidazoles. US 4515800 .
【3】 Prous, J.; Castaner, J.; Aplonidine hydrochloride. Drugs Fut 1988, 13, 6, 507.

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)	22592	2,6-dichloro-4-nitrophenylamine; 2,6-dichloro-4-nitroaniline	99-30-9	C₆H₄Cl₂N₂O₂	详情	详情
(II)	14754	ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine	107-15-3	C₂H₈N₂	详情	详情
(II)	22593	2,6-dichloro-1,4-benzenediamine; 4-amino-2,6-dichlorophenylamine	609-20-1	C₆H₆Cl₂N₂	详情	详情
(III)	22594	N-(4-amino-3,5-dichlorophenyl)-2,2,2-trichloroacetamide		C₈H₅Cl₅N₂O	详情	详情
(IV)	22595	2,2,2-trichloro-N-[3,5-dichloro-4-(formylamino)phenyl]acetamide		C₉H₅Cl₅N₂O₂	详情	详情
(V)	22596	1,3-dichloro-2-[(dichloromethylene)amino]-5-[(2,2,2-trichloroacetyl)amino]benzene		C₉H₃Cl₇N₂O	详情	详情
(VII)	22597	2,2,2-trichloro-N-[3,5-dichloro-4-(2-imidazolidinylideneamino)phenyl]acetamide		C₁₁H₉Cl₅N₄O	详情	详情

Extended Information