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

HRID 1288294노트

반응식

HRID 1288294 반응식
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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6d89605fd3f844968b82e5b2d0d21377
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03987160

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