Oxalic acid dihydrate → HCID 178481969, compound

HRID 345385Notes

Reaction equation

HRID 345385 reaction equation
[NH2:1][C:2]1[C:10]2[N:9]=[N:8][N:7]([CH3:11])[C:6]=2[CH:5]=[CH:4][C:3]=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:1][C:2]2[C:3](=[CH:4][CH:5]=[C:6]3[N:7]([CH3:11])[N:8]=[N:9][C:10]3=2)[N:12]=1

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 19915790HCID 19915790, compound

Product 1

HCID 178481969HCID 178481969, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4,5-diamino-1-methylbenzotriazole (1.2 g, 7.4 mmol) and oxalic acid dihydrate (1.2 g, 9.6 mmol) in 40 ml of 4M hydrochloric acid was refluxed on an oil bath for 2 h and allowed to cool. The resulting precipitate was collected by filtration and washed with water and ethanol to give 1.46 g (91%) of the title compound; m.p.>300° C.; IR (KBr): 1700 cm-1 ; 1H-NMR (DMSO-d6) 4.32 (s, 3H, CH3)), 7.33 (d, J=9 Hz), 1H, ArH), 7.55 (d, J=g Hz, 1H, ArH), 12.03 (broad s, 1H, OH), 12.67 (broad s, 1H, OH).

Workup

  1. temperatureto cool
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water and ethanol

Sources & evidence

ORD record
ord-22a39f7d001c4bfba15c2a5f6ed022a3
Source dataset
uspto-grants-1991_10
Patent number
US05057516

Reaction notes

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