HCID 178418361, compound → HCID 178507366, compound

HRID 1277719Notes

Reaction equation

HRID 1277719 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[NH:8][N:9]=[N:10][C:6]=2[CH:5]=1)([O-])=O.[H][H]>[Ni].C(O)C>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]2[NH:8][N:9]=[N:10][C:6]=2[CH:5]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178526497HCID 178526497, compound

Product 1

HCID 178507366HCID 178507366, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

5-Nitrobenztriazole (10 g) was shaken with Raney nickel (3 spoons) and ethanol (200 ml) under hydrogen at atmospheric pressure until the uptake of hydrogen ceased. The Raney nickel was removed by filtration through Keiselguhr, and the dark ethanolic solution was evaporated to dryness. Crystallization from aqueous ethanol afforded 5-aminobenzotriazole (6 g, 75 percent).

Workup

  1. customThe Raney nickel was removed by filtration through Keiselguhr
  2. customthe dark ethanolic solution was evaporated to dryness
  3. customCrystallization from aqueous ethanol

Sources & evidence

ORD record
ord-3a0dd5a2089144a1b0048d411c8add15
Source dataset
uspto-grants-1981_07
Patent number
US04278748

Reaction notes

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