Hydrazine hydrate (1:1) → HCID 21515529, compound

HRID 1284041Notes

Reaction equation

HRID 1284041 reaction equation
[C:1]([NH:9][N:10]=[C:11]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:12](OC)=[O:13])(=O)[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.O.[NH2:23][NH2:24]>N1C=CC=CC=1>[CH:2]1([C:1]2[N:23]([NH2:24])[C:12](=[O:13])[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:10][N:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86733879HCID 86733879, compound

Product 1

HCID 21515529HCID 21515529, compoundYield 19.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

28.8 g (0.1 mol) of phenylglyoxylic acid methyl ester-2-hexahydrobenzoylhydrazone and 10 g of hydrazine hydrate (0.2 mol) were stirred in 100 ml of pyridine, which had been dried over potassium hydroxide, for 45 minutes at 100°C and the mixture was subsequently cooled. Thereupon, the mixture solidifed to a paste. 100 ml of water were added and the whole was stirred for some hours and the product filtered off. After washing with water and drying, 5.3 g (19.7% of theory) of 3-cyclohexyl-4-amino-6-phenyl-5-H-1,2,4-triazin-5-one were obtained in colorless flakes of melting point 178°-180°C.

Workup

  1. dry with materialwhich had been dried over potassium hydroxide, for 45 minutes at 100°C
  2. temperaturethe mixture was subsequently cooled
  3. addition100 ml of water were added
  4. filtrationthe product filtered off
  5. washAfter washing with water
  6. customdrying

Sources & evidence

ORD record
ord-e4b93c7460084445aa8c925699fea357
Source dataset
uspto-grants-1976_08
Patent number
US03978068

Reaction notes

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