Sulfuric Acid → 5-Benzamido-4-benzoylcarbamoyl-1-benzyl-1,2,3-triazole

HRID 1288294ノート

反応式

HRID 1288294 の反応式
S(=O)(=O)(O)O.[NH2:6][C:7]1[N:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:10]=[N:9][C:8]=1[C:19](=[O:21])[NH2:20].[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:22]([NH:6][C:7]1[N:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:10]=[N:9][C:8]=1[C:19](=[O:21])[NH:20][C:22](=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 7412Benzoyl chlorideHCID 2254355-Amino-1-benzyl-1H-1,2,3-triazole-4-carboxamide

生成物 1

HCID 215044225-Benzamido-4-benzoylcarbamoyl-1-benzyl-1,2,3-triazole

実験手順

Concentrated sulphuric acid (1.5 ml.) was added dropwise, under anhydrous conditions, to an ice-cooled, stirred suspension of 5-amino-1benzyl-4-carbamoyl-1,2,3-triazole (2.17 g.; prepared as described by J. R. E. Hoover and A. R. Day, J.Amer.Chem.Soc., 1956, 78, 5832) in benzoyl chloride (24 ml.). Stirring was continued at room temperature overnight. The clear solution which formed was then poured into ice-water, the precipitated solid was filtered off, washed well with water and diethyl ether to give 5-benzamido-4-benzoylcarbamoyl-1-benzyl-1,2,3-triazole (1.8 g.), m.p. 171°-173° C., suitable for use in the next stage of the preparation. An aliquot was recrystallised from ethanol to give pure 5-benzamido-4-benzoylcarbamoyl-1-benzyl-1,2,3-triazole, m.p. 182°-186° C.

後処理

  1. temperaturecooled
  2. customprepared
  3. stirringStirring
  4. customThe clear solution which formed
  5. filtrationthe precipitated solid was filtered off
  6. washwashed well with water and diethyl ether

出典と根拠

ORDレコード
ord-6d89605fd3f844968b82e5b2d0d21377
出典データセット
uspto-grants-1976_10
特許番号
US03987160

反応ノート

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