Water → HCID 178513861, compound

HRID 1288305Notes

Reaction equation

HRID 1288305 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[NH:15][N:14]=[N:13][C:12]=1[C:16](=[O:18])[NH2:17].O>N1C=CC=CC=1>[C:1]([NH:10][C:11]1[NH:15][N:14]=[N:13][C:12]=1[C:16](=[O:18])[NH2:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 178513860HCID 178513860, compound

Product 1

HCID 178513861HCID 178513861, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Benzoyl chloride (28 ml.) was added dropwise, under anhydrous conditions, to an ice-cooled, stirred suspension of 5-amino-4-carbamoyl-1H-1,2,3-triazole (15.24 g.) in anhydrous pyridine (240 ml.), and the reaction mixture was then stirred at room temperature for 40 hours. The mixture was poured into cold water (1,200 ml.), and the solid filtered off and washed well with water. The crude solid was heated in a large volume of boiling ethanol, and the insoluble material filtered off while still hot, to give 5-benzamido-4-carbamoyl-1H-1,2,3-triazole (20.4 g.), m.p. 301° C. (with decomposition).

Workup

  1. temperaturecooled
  2. stirringthe reaction mixture was then stirred at room temperature for 40 hours
  3. filtrationthe solid filtered off
  4. washwashed well with water
  5. temperatureThe crude solid was heated in a large volume of boiling ethanol
  6. filtrationthe insoluble material filtered off while still hot,

Sources & evidence

ORD record
ord-218f9d74f9914bd881f6f872734543f7
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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