6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-chromen-4-one -Drug Synthesis Database

【结构式】

【分子编号】37096

【品名】6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-chromen-4-one

【CA登记号】

【分子式】C₁₅H₁₀Cl₂O₂

【分子量】293.1486

【元素组成】C 61.46% H 3.44% Cl 24.19% O 10.92%

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：(IV)

The condensation of 2-hydroxychloroacetophenone (I) with 4-chlorobenzaldehyde (II) by means of KOH in ethanol - water gives 4,5'-dichloro-2'-hydroxychalcone (III), which is cyclized by treatment with polyphosphoric acid (PPA) in reftuxing 2-methoxyethanol yielding 4',6-dichloroflavan (IV). Finally, this compound is reduced with Zn-Hg in acetic acid-hydrochloric acid.

参考文献中间体

合成目标

【1】 Batchelor, J.F.; Bauer, D.J.; Hodson, H.F.; Selway, J.W.T.; Young, D.A.B. (Glaxo Wellcome plc); Flavans, process for their preparation and pharmaceutical compsns. containing them. EP 0004579 .
【2】 Serradell, M.N.; Castaner, J.; Hopkins, S.J.; Blancafort, P.; BW-683C. Drugs Fut 1982, 7, 8, 542.

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)	37094	1-(5-chloro-2-hydroxyphenyl)-1-ethanone	1450-74-4	C₈H₇ClO₂	详情	详情
(II)	29029	4-chlorobenzaldehyde	104-88-1	C₇H₅ClO	详情	详情
(III)	37095	(E)-1-(5-chloro-2-hydroxyphenyl)-3-(4-chlorophenyl)-2-propen-1-one		C₁₅H₁₀Cl₂O₂	详情	详情
(IV)	37096	6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-chromen-4-one		C₁₅H₁₀Cl₂O₂	详情	详情

Extended Information