Sodium Dithionite → 3-Amino-1,2,4-benzotriazine

HRID 341789Notes

Reaction equation

HRID 341789 reaction equation
[N+:1]1([O-])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]([NH2:11])[N:2]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C>[N:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]([NH2:11])[N:2]=1

Participants

4

Reactant 2

HCID 24489Sodium DithioniteHCID 794703-Amino-1,2,4-benzotriazine-1-oxide

Product 1

HCID 883363-Amino-1,2,4-benzotriazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.1 g (49 mmol) 1,2,4-benzotriazine-3-amine 1-oxide, 8.1 g sodium dithionite and 800 ml 70 percent ethanol is heated under reflux for 1 h. One filters hot, evaporates the filtrate, washes the residue with water and dries. There remain 7.0 g 1,2,4-benzotriazine-3-amine (98% of theory) of the m.p. 208°-210° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 h
  3. customevaporates the filtrate

Sources & evidence

ORD record
ord-c226919073fc4fcab20174f586860c05
Source dataset
uspto-grants-1999_01
Patent number
US05856325

Reaction notes

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