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

HRID 2212870
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반응식

HRID 2212870 반응식
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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-38bff30b45da4d7aa60d0bd4b4b018b1
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105517B2

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