Oxalic acid dihydrate → HCID 178481973, compound

HRID 1031083Notes

Reaction equation

HRID 1031083 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-8b08a64fbe6945a394cd713a5d386da6
Source dataset
uspto-grants-1992_04
Patent number
US05109001

Reaction notes

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