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Benzamidine → 5-(3,4-dimethoxyphenyl)-2-phenyl-6(1H)-pyrimidinone

HRID 1755846
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반응식

HRID 1755846 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([CH:14]=O)[CH:12]=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:16]([NH2:24])(=[NH:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:12](=[O:13])[NH:24][C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:23][CH:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 2332BenzamidineHCID 53434168(3,4-Dimethoxyphenyl)malonaldehyde

생성물 1

HCID 199178985-(3,4-dimethoxyphenyl)-2-phenyl-6(1H)-pyrimidinone수율 67%

실험 절차

(3,4-Dimethoxyphenyl)malonaldehyde acid methyl ester (7.2 g) (30 mmol) and 10 g (42 mmol) of benzamidine are melted at 100° C. The reaction mixture is chromatographed on 250 g of silica gel (0.063-0.2 mm) and the product is eluted with dichloromethane/methanol (9:1 v/v). The eluate is concentrated in a vacuum at 45° C. and the crystalline product is filtered off under suction. The whole is washed with diethyl ether and dried in a high vacuum at room temperature. There are obtained 6.2 g of 5-(3,4-dimethoxyphenyl)-2-phenyl-6(1H)-pyrimidinone as yellow crystals of m.p. 230° C.

후처리

  1. customThe reaction mixture is chromatographed on 250 g of silica gel (0.063-0.2 mm)
  2. wash
the product is eluted with dichloromethane/methanol (9:1 v/v)
  • concentrationThe eluate is concentrated in a vacuum at 45° C.
  • filtrationthe crystalline product is filtered off under suction
  • washThe whole is washed with diethyl ether
  • customdried in a high vacuum at room temperature
  • 출처 및 근거

    ORD 기록
    ord-e00a2d0949ea42988d3033237fff20c8
    출처 데이터셋
    uspto-grants-1995_08
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05438052

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