3-Chloroaniline → 2-(3-chlorophenylamino)pyrimidin-4(3H)-one

HRID 1692989

반응식

HRID 1692989 반응식
CS[C:3]1[NH:8][C:7](=[O:9])[CH:6]=[CH:5][N:4]=1.[Cl:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][CH:17]=1)[NH2:14]>COCCOCCOC>[Cl:10][C:11]1[CH:12]=[C:13]([NH:14][C:3]2[NH:8][C:7](=[O:9])[CH:6]=[CH:5][N:4]=2)[CH:15]=[CH:16][CH:17]=1

참가 물질

4

반응물 2

HCID 79323-ChloroanilineHCID 798232-(Methylthio)-1H-pyrimidin-4-one

생성물 1

HCID 16392332-(3-chlorophenylamino)pyrimidin-4(3H)-one수율 66%

시약·촉매·용매 1

HCID 8150Diglyme용매

실험 절차

To 2-(methyl-thio)pyrimidine-4(3H)-one, 1, (4.88 g, 34.37 mmol) in diglyme (20 mL) is added 3-chloroaniline (4.3 mL, 68.74 mmol). The resulting mixture is heated to reflux and stirred for 18 hours. A solid forms upon cooling the mixture to room temperature. The solid is washed with hexanes to afford 5.0 g (66% yield) of the desired compound. 1H NMR (DMSO-d6, 300 MHz): δ 5.91 (d, J=5.7 Hz, 2H), 7.05 (d, J=7.5 Hz, 1H), 7.11 (br s, 1H), 7.32 (t, J=7.8, 15.9 Hz, 1H), 7.45 (d, J=7.8 Hz, 1H), 7.86 (d, J=4.5 Hz, 1H), 7.94 (s, 1H).

후처리

  1. temperatureThe resulting mixture is heated
  2. temperatureto reflux
  3. washThe solid is washed with hexanes

출처 및 근거

ORD 기록
ord-0aaf1d600bcb404fac4f8dbbafa58ffc
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158641B2

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