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Thiourea → 4-(2-Amino-4-phenyl-thiazol-5-yl)-2-methylthio-pyrimidine

HRID 2212870
ノート
印刷プレビュー

反応式

HRID 2212870 の反応式
Br[CH:2]([C:11]1[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[NH2:19][C:20]([NH2:22])=[S:21]>C(O)C>[NH2:22][C:20]1[S:21][C:2]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=2)=[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2723790ThioureaHCID 129858302-Bromo-2-[2-(methylthio-4-pyrimidinyl)]-1-phenylethanone

生成物 1

HCID 219559554-(2-Amino-4-phenyl-thiazol-5-yl)-2-methylthio-pyrimidine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2-bromo-2-(2-methylthio-pyrimidin-4-yl)-1-phenyl-ethanone (45 g, 0.14 mol) and thiourea (21.2 g, 0.28 mol) in ethanol (300 ml) is heated at reflux for 4 hours. On cooling the product starts to crystallize as salt. It is filtered with suction and washed with ether. The free amine is obtained by partitioning of the product between an aqueous solution of sodium bicarbonate and a 1:1 mixture of ethyl acetate and tetrahydrofuran, followed by drying of the organic phase over magnesium sulfate, filtering and evaporation of the solvents. The 4-(2-amino-4-phenyl-thiazol-5-yl)-2-methylthio-pyrimidine is obtained in crystalline form, m.p. 208–209° C.

後処理

  1. temperatureat reflux for 4 hours
  2. temperatureOn cooling the product
  3. customto crystallize as salt
  4. filtrationIt is filtered with suction
  5. washwashed with ether

出典と根拠

ORDレコード
ord-38bff30b45da4d7aa60d0bd4b4b018b1
出典データセット
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07105517B2

反応ノート

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