Hydrochloric Acid → 5-amino-1-benzyl-1H-1,2,3-triazole-4-carbonitrile

HRID 1759497Notes

Reaction equation

HRID 1759497 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[N:4][C:3]=1[C:14](=O)[NH2:15].P(Cl)(Cl)(Cl)=O.Cl>CN(C)C=O>[NH2:1][C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[N:4][C:3]=1[C:14]#[N:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 2254355-Amino-1-benzyl-1H-1,2,3-triazole-4-carboxamide

Product 1

HCID 3298595-amino-1-benzyl-1H-1,2,3-triazole-4-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

11 Parts of the 5-amino-1-benzyl-4-carbamoyl-1,2,3-triazole obtained are suspended in 50 parts dimethylformamide. At 0°, 15.3 parts phosphorus oxychloride are added dropwise thereto and the mixture is stirred for 15 minutes at room temperature and 15 minutes at 80°. After cooling to 25°, 50 parts 1 N hydrochloric acid are added thereto and the whole is heated to 100° for approximately 5 minutes. On cooling to room temperature the desired product precipitates which is then filtered and dried.

Workup

  1. temperatureAfter cooling to 25°
  2. temperaturethe whole is heated to 100° for approximately 5 minutes

Sources & evidence

ORD record
ord-8b9bc57794a94eab96b1c157686ffcf6
Source dataset
uspto-grants-1982_07
Patent number
US04341700

Reaction notes

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