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【结 构 式】

【分子编号】52802

【品名】1,2-dichloro-3-(chloromethyl)-4-nitrobenzene

【CA登记号】

【 分 子 式 】C7H4Cl3NO2

【 分 子 量 】240.4724

【元素组成】C 34.96% H 1.68% Cl 44.23% N 5.82% O 13.31%

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 nitration of 2,3-dichlorobenzaldehyde (I) with HNO3/H2SO4 gives 2,3-dichloro-6-nitrobenzaldehyde (II), which is reduced with NaBH4 in methanol, yielding 2,3-dichloro-6-nitrobenzyl alcohol (III). The reaction of (III) with SOCl2 and TEA affords the benzyl chloride (IV), which is condensed with glycine ethyl ester (V) by means of TEA to provide the adduct (VI). The reduction of the nitro group of (VI) with SnCl2 in aq. HCl or H2 over PtO2/C in ethanol gives the expected amino derivative (VII), which is cyclized with CN-Br in toluene to yield the iminoquinazoline (VIII). Finally, this compound is further cyclized by means of TEA in water to afford the target imidazoquinazolinone.

1 Lang, P.C.; Spencer, R.P.; Yeh, W.-L.; Roth, M.J. (Shire Richwood Inc.); Method for the manufacture of anagrelide. WO 0208228 .
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) 14742 2,3-dichlorobenzaldehyde 6334-18-5 C7H4Cl2O 详情 详情
(II) 52800 2,3-dichloro-6-nitrobenzaldehyde C7H3Cl2NO3 详情 详情
(III) 52801 (2,3-dichloro-6-nitrophenyl)methanol C7H5Cl2NO3 详情 详情
(IV) 52802 1,2-dichloro-3-(chloromethyl)-4-nitrobenzene C7H4Cl3NO2 详情 详情
(V) 10309 ethyl 2-aminoacetate; Glycine ethyl ester 459-73-4 C4H9NO2 详情 详情
(VI) 29086 ethyl 2-[(2,3-dichloro-6-nitrobenzyl)amino]acetate C11H12Cl2N2O4 详情 详情
(VII) 29087 ethyl 2-[(6-amino-2,3-dichlorobenzyl)amino]acetate C11H14Cl2N2O2 详情 详情
(VIII) 29088 ethyl 2-[5,6-dichloro-2-imino-1,4-dihydro-3(2H)-quinazolinyl]acetate C12H13Cl2N3O2 详情 详情
Extended Information