2-Amino-4,6-dimethyl pyrimidine → Methyl 3-[[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate

HRID 256264

反応式

HRID 256264 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[CH3:10][O:11][C:12]([C:14]1[S:15][CH:16]=[CH:17][C:18]=1[S:19]([N:22]=[C:23]=[O:24])(=[O:21])=[O:20])=[O:13]>C(#N)C>[CH3:9][C:4]1[CH:5]=[C:6]([CH3:8])[N:7]=[C:2]([NH:1][C:23]([NH:22][S:19]([C:18]2[CH:17]=[CH:16][S:15][C:14]=2[C:12]([O:11][CH3:10])=[O:13])(=[O:20])=[O:21])=[O:24])[N:3]=1

参加物

4

反応物 2

HCID 130212-Amino-4,6-dimethyl pyrimidineHCID 1572962-Thiophenecarboxylic acid, 3-(isocyanatosulfonyl)-, methyl ester

生成物 1

HCID 13390185Methyl 3-[[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To 1.23 g of 2-amino-4,6-dimethyl pyrimidine in 30 ml of anhydrous acetonitrile was added with stirring 2.7 g of 2-methoxycarbonyl-3-thiophenesulfonylisocyanate. The mixture was heated to the boiling point, whereupon all of the insoluble material dissolved and the mixture was allowed to cool. After stirring for two hours the mixture was filtered to remove the desired product which had precipitated as a white solid. After washing with anhydrous ethyl ether the product melted at 191°-193° with decomposition and showed absorption peaks by nuclear magnetic resonance at 3.8 ppm for the methoxy group, 2.44 ppm for the two methyl groups on the pyrimidine ring, a peak at 7.0 consistent for the hydrogen in the pyrimidine ring and a peak at 7.42 for the hydrogens on the thiophene ring. The infrared absorption spectrum showed absorption peaks at 1720 and 1700 cm-1 consistent for the two carbonyl groups present in the desired product.

後処理

  1. temperatureThe mixture was heated to the boiling point
  2. dissolutionwhereupon all of the insoluble material dissolved
  3. temperatureto cool
  4. filtrationwas filtered
  5. customto remove the desired product which
  6. customhad precipitated as a white solid
  7. washAfter washing with anhydrous ethyl ether the product melted at 191°-193° with decomposition
  8. customabsorption peaks by nuclear magnetic resonance at 3.8 ppm for the methoxy group, 2.44 ppm for the two methyl groups on the pyrimidine ring
  9. customThe infrared absorption spectrum
  10. customabsorption peaks at 1720 and 1700 cm-1 consistent for the two carbonyl groups

出典と根拠

ORDレコード
ord-6e97632cdbeb48bd8b52b2a6d32ce0b8
出典データセット
uspto-grants-1987_10
特許番号
US04701535

関連ノート

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