Hydrochloric Acid → HCID 178499043, compound

HRID 477528Notes

Reaction equation

HRID 477528 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[NH:4][N:3]=1.O=[C:12]([CH:19]([CH3:21])[CH3:20])[CH2:13][C:14](OCC)=[O:15].Cl>C(O)(=O)C>[OH:15][C:14]1[N:3]2[N:4]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=[C:2]2[N:1]=[C:12]([CH:19]([CH3:21])[CH3:20])[CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 77201Methyl 5-amino-1H-1,2,4-triazole-3-carboxylateHCID 81583Ethyl isobutyrylacetate

Product 1

HCID 178499043HCID 178499043, compoundYield 55.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-amino-5-methoxycarbonyl-s-triazole (60 g) and ethyl 3-oxo-4-methylvalerate (65 g) in 600 ml of acetic acid was refluxed for five hours, the reaction mixture was cooled to room temperature, its pH was lowered to 1 to 2 with concentrated hydrochloric acid, and the separated crystals were recrystallized from ethanol, affording 54 g of the objective compound as colorless crystals.

Workup

  1. temperaturewas refluxed for five hours
  2. customthe separated crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-1837fd41f4b841ae94cca38b944e622b
Source dataset
uspto-grants-1989_12
Patent number
US04888332

Reaction notes

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