Oxalic acid dihydrate → HCID 178481973, compound

HRID 345382Notes

Reaction equation

HRID 345382 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=g 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-5809d4b6e9d04de7b3d44103ea509b98
Source dataset
uspto-grants-1991_10
Patent number
US05057516

Reaction notes

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