Oxamic acid hydrazide → 5-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide

HRID 2372400Notes

Reaction equation

HRID 2372400 reaction equation
C(O[C:4](=[N:14][CH3:15])[CH2:5][C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[F:13])C.[C:16]([NH2:22])(=[O:21])[C:17]([NH:19][NH2:20])=O>CN(C)C=O>[F:12][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([F:13])[C:6]=1[CH2:5][C:4]1[N:14]([CH3:15])[C:17]([C:16]([NH2:22])=[O:21])=[N:19][N:20]=1

Participants

4

Reactant 2

HCID 68200Oxamic acid hydrazideHCID 199042321-ethoxy-2-(2,6-difluorophenyl)-1-(N-methylimino)-ethane

Product 1

HCID 199042355-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The reaction of 320 mg (1.5 mmol) of 1-ethoxy-2-(2,6-difluorophenyl)-1-(N-methylimino)-ethane and 155 mg (1.5 mmol) of oxalic acid monoamide monohydrazide can be carried out, in a manner analogous to that described in Example 1, but using 5 ml of N,N-dimethylformamide as solvent. 102 mg (27% of the theoretical yield) of 5-(2,6-difluorobenzyl)-4-methyl-4H-1,2,4-triazole-3-carboxamide of m.p. 186-189° are likewise obtained.

Sources & evidence

ORD record
ord-eee6eae30ca94c3cbc02f563ae3d4f0d
Source dataset
uspto-grants-1992_03
Patent number
US05098922

Reaction notes

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