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

HRID 1250876ノート

反応式

HRID 1250876 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1b0acefd610e43ee866e404e4b3a2777
出典データセット
uspto-grants-2002_01
特許番号
US06340687B1

反応ノート

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