Thiophenol → 2-Chloro-4-(phenylthio)pyrimidine

HRID 81704

반응식

HRID 81704 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[Na].[C:10]1([SH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([S:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 7969ThiophenolHCID 775312,4-DichloropyrimidineHCID 5360545Sodium

생성물 1

HCID 219952052-Chloro-4-(phenylthio)pyrimidine수율 36%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) in absolute ethanol (10 mL), was added sodium salt of benzenethiol (0.89 g, 6.73 mmol) in small portions. The mixture was stirred at room temperature for 2 hours, then at 40° C. for 16 hours. It was diluted with ethyl acetate (20 mL), and filtered. The filtrate was concentrated in vacuo, and the residue was flash chromatographed on silica gel using ethyl acetate:petroleum ether (1:99→25:75) as eluant to give the desired product (498 mg, 36%).

후처리

  1. waitat 40° C. for 16 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-98a58531368e4b3a9fc71ff718e59e4b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846704B2

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