Oxalic acid dihydrate → HCID 178481973, compound

HRID 1110733Notes

Reaction equation

HRID 1110733 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[N:8][N:7]([CH3:10])[C:6]=2[C:11]=1[NH2:12].O.O.[C:15](O)(=[O:19])[C:16](O)=[O:17]>Cl>[OH:17][C:16]1[C:15]([OH:19])=[N:12][C:11]2[C:2](=[CH:3][CH:4]=[C:5]3[N:9]=[N:8][N:7]([CH3:10])[C:6]3=2)[N:1]=1

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 19992199HCID 19992199, compound

Product 1

HCID 178481973HCID 178481973, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 6,7-diamino-1-methylbenzotriazole (1.63 g, 10 mmol) and oxalic acid dihydrate (2.0 g, 16 mmol) in 50 ml of 4M hydrochloric acid was refluxed on an oil bath for 2 h. The mixture was cooled on ice and the precipitate was collected by filtration, washed with water and ethanol affording 1.94 g (89%) of the title compound: m.p.>300° C.: IR (KBr): 3520-2400, 1700 cm-1 ; 1H-NMR (DMSO-d6): 4.63 (s, 3H, CH3), 6.70 (d, J=9 Hz, 1H; ArH), 7.60 (d, J=9 Hz, 1H, ArH), 11.3 (very broad s, 1H, OH), 12.1 (broad s, 1H, OH).

Workup

  1. temperatureThe mixture was cooled on ice
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with water and ethanol affording 1.94 g (89%) of the title compound

Sources & evidence

ORD record
ord-b7d3b8623eb8456cace75496104740ef
Source dataset
uspto-grants-1990_12
Patent number
US04977155

Reaction notes

Loading…