trimethylpyruvic acid N-acetylamide → HCID 15357018, compound

HRID 2292235Notes

Reaction equation

HRID 2292235 reaction equation
Cl.[NH2:2][NH:3][C:4](=[NH:7])[NH:5][NH2:6].C(N[C:12](=[O:19])[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])=O)(=O)C>O>[NH2:7][C:4]1[N:5]([NH2:6])[C:12](=[O:19])[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])=[N:2][N:3]=1

Participants

4

Reactant 2

HCID 12769196trimethylpyruvic acid N-acetylamideHCID 178479531HCID 178479531, compound

Product 1

HCID 15357018HCID 15357018, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.8 g (0.03 mole) of diaminoguanidine hydrochloride are dissolved in 35 ml of water. To this solution are added 5.1 g (0.03 mole) of N-acetyl-3,3,3-trimethylpyruvamide and the reaction mixture is heated for 15 minutes to 90° C. The reaction mixture is filtered and the filtrate is neutralised by addition of crystalline sodium bicarbonate. At pH 7, 3.6 g (66.7% of theory) of 3,4-diamino-6-(1,1-dimethylethyl)-4H-1,2,4-triazin-5-one precipitate in the form of a yellowish crystalline solid with a melting point of 223°-224° C.

Workup

  1. temperaturethe reaction mixture is heated for 15 minutes to 90° C
  2. filtrationThe reaction mixture is filtered
  3. additionthe filtrate is neutralised by addition of crystalline sodium bicarbonate

Sources & evidence

ORD record
ord-42593d8ea9ac4d0e8ad5f7655c76f26f
Source dataset
uspto-grants-1989_01
Patent number
US04801708

Reaction notes

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