Hydrazine hydrate (1:1) → N-(6-Methyl-3-oxo-2,5-dihydro-1,2,4-triazin-4(3H)-yl)acetamide

HRID 864103Notes

Reaction equation

HRID 864103 reaction equation
[CH3:1][C:2]1[O:6][C:5](=[O:7])[N:4]([CH2:8][C:9](=O)[CH3:10])[N:3]=1.O.[NH2:13][NH2:14]>C(O)C>[C:2]([NH:3][N:4]1[CH2:8][C:9]([CH3:10])=[N:14][NH:13][C:5]1=[O:7])(=[O:6])[CH3:1]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 110409205-Methyl-3-(2-oxopropyl)-1,3,4-oxadiazol-2(3H)-one

Product 1

HCID 11008343N-(6-Methyl-3-oxo-2,5-dihydro-1,2,4-triazin-4(3H)-yl)acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

312 g of 2,3-dihydro-5-methyl-2-oxo-l,3,4-oxadiazol-3-ylacetone in 4 l of ethanol are stirred together with 200 g of hydrazine hydrate for 16 hours at 35° C. The solvent and the excess of hydrazine hydrate are evaporated in vacuo, and the residue is recrystallised from isopropanol to give 148 g (87% of the theoretical amount) of the title compound having a melting point of 197°-199° C.

Workup

  1. customThe solvent and the excess of hydrazine hydrate are evaporated in vacuo
  2. customthe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-9ead66ea2b4a4bc3ab248e18143e96b8
Source dataset
uspto-grants-1996_10
Patent number
US05561230

Reaction notes

Loading…