Acetohydrazide → ethyl 5-methyl-4-(o-tolyl)-4H-1,2,4-triazole-3-carboxylate

HRID 1506629Notes

Reaction equation

HRID 1506629 reaction equation
Cl[C:2](=[N:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:16]([NH:19][NH2:20])(=O)[CH3:17]>C(#N)C>[CH3:17][C:16]1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[N:20][N:19]=1

Participants

4

Reactant 2

HCID 14039AcetohydrazideHCID 90280270Ethyl 2-chloro-2-(o-tolylimino)acetate

Product 1

HCID 90281310ethyl 5-methyl-4-(o-tolyl)-4H-1,2,4-triazole-3-carboxylate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The suspension of 10B and acetohydrazide in acetonitrile was refluxed for 2 hours. The solvent was removed. The crude product was purified by flash column (Rf: 0.2, 50% EtOAc/Hexanes). MS (m/z) 246 [M+H]+.

Workup

  1. temperaturewas refluxed for 2 hours
  2. customThe solvent was removed
  3. customThe crude product was purified by flash column (Rf: 0.2, 50% EtOAc/Hexanes)

Sources & evidence

ORD record
ord-c87dde1f99f74e8ab8144f3ed86247ae
Source dataset
uspto-grants-2015_12
Patent number
US09220710B2

Reaction notes

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