Nitric Acid → HCID 178440450, compound

HRID 923335Notes

Reaction equation

HRID 923335 reaction equation
[C:1](O)(=O)[CH:2]([CH3:4])[CH3:3].C(=O)(O)O.[NH:11]([C:13](=[NH:15])[NH2:14])[NH2:12].[N+]([O-])(O)=O>O>[CH:2]([C:1]1[N:14]=[C:13]([NH2:15])[NH:11][N:12]=1)([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 6590Isobutyric AcidHCID 178513185HCID 178513185, compound

Product 1

HCID 178440450HCID 178440450, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of isobutyric acid (25 g, 283.75 mmol) in water (25 mL) was added hydrazinecarboximidamide carbonic acid salt (15 g, 110.29 mmol) and HNO3 (0.3 mL), and the reaction mixture was stirred for 75 h at 110° C. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column (dichloromethane/methanol (15:1)) to afford 3-isopropyl-1H-1,2,4-triazol-5-amine as a white solid (9 g, 65%).

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-8279cbc663414eab97d9a723759c6224
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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