1,1'-Thiocarbonyldiimidazole → 2(1H)-Pyrimidinethione, tetrahydro-1-phenyl-

HRID 1250876노트

반응식

HRID 1250876 반응식
[C:1]1([NH:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12](N1C=CN=C1)(N1C=CN=C1)=[S:13]>ClCCl>[C:1]1([N:7]2[CH2:8][CH2:9][CH2:10][NH:11][C:12]2=[S:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 427260N-(3-aminopropyl)aniline

생성물 1

HCID 101980352(1H)-Pyrimidinethione, tetrahydro-1-phenyl-수율 78%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Prepared in the manner of Example 1, Step B from N-phenyl-propane-1,3-diamine of Step A and 1,1′-thiocarbonyldiimidazole, except that the cyclization was effected in dichloromethane. Workup consisted of washing with water, drying over magnesium sulfate, filtration and removal of solvent in vacuo. Purfication by flash chromatography on silica gel Merck-60 eluting with 1% methanol in dichloromethane followed by trituration with ethyl ether to provide the title compound as a white solid (2.74 g, 78%), m.p: 211-212° C., identical to the material described by Kashima et al., J. Chem. Soc. Perkin I, 1622 (1981).

후처리

  1. washof washing with water
  2. dry with materialdrying over magnesium sulfate, filtration and removal of solvent in vacuo
  3. washeluting with 1% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-1b0acefd610e43ee866e404e4b3a2777
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06340687B1

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