2-bromo-1-(3-chlorophenyl)-1-propanone -Drug Synthesis Database

【结构式】

【分子编号】33573

【品名】2-bromo-1-(3-chlorophenyl)-1-propanone

【CA登记号】

【分子式】C₉H₈BrClO

【分子量】247.51862

【元素组成】C 43.67% H 3.26% Br 32.28% Cl 14.32% O 6.46%

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：(VI)

By reaction of alpha,m-(dichloropropiophenone (I) with tert-butylamine (B) in refluxing acetonitrile or by reaction of alpha-bromo-m-chloropropiophenone (VI) with tert-butylamine (B) in acetonitrile at room temperature. The starting product (I) can be obtained in two different ways: 1) The Grignard condensation of m-chlorobenzonitrile (II) with ethyl magnesium bromide (A) in refluxing ether gives m-chloropropiophenone (III), which is then treated with SO2Cl2 in tetrachloroethane. 2) The reaction of propiophenone (IV) with SO2Cl2 in tetrachloroethane gives alpha-chloropropiophenone (V), which is then chlorinated in the ring by means of SO2Cl2 and AlCl3 in tetrachloroethane. The starting product (VI) is obtained by bromination of m-chloropropiophenone (III) with Br2 in methylene chloride

参考文献中间体

合成目标

【1】 Mehta, N.B.; Yeowell, D.A.; Intermediates for biologically active ketones. CA 977778 .
【2】 Mehta, N.B.; Yeowell, D.A.; Amino-propiophenones et medicaments contenant ces substances. DE 2059618; DE 2064934; FR 2081326; US 3819706 .
【3】 Hopkins, S.J.; Castaner, J.; Bupropion. Drugs Fut 1978, 3, 10, 723.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	17895	2-Amino-2-methylpropane; tert-butylamine; 2-methyl-2-propanamine	75-64-9	C₄H₁₁N	详情	详情
(A)	24239	bromo(ethyl)magnesium；ethylmagnesium bromide	925-90-6	C₂H₅BrMg	详情	详情
(I)	33569	2-chloro-1-(3-chlorophenyl)-1-propanone		C₉H₈Cl₂O	详情	详情
(II)	33570	3-chlorobenzonitrile	766-84-7	C₇H₄ClN	详情	详情
(III)	33571	3'-chloropropiophenone; 1-(3-chlorophenyl)-1-propanone	34841-35-5	C₉H₉ClO	详情	详情
(IV)	33531	propiophenone	93-55-0	C₉H₁₀O	详情	详情
(V)	33572	2-chloro-1-phenyl-1-propanone		C₉H₉ClO	详情	详情
(VI)	33573	2-bromo-1-(3-chlorophenyl)-1-propanone		C₉H₈BrClO	详情	详情

Extended Information