Hydrazine hydrate (1:1) → 4-Amino-2-methyl-2,3-dihydropyridazin-3-one

HRID 893180Notes

Reaction equation

HRID 893180 reaction equation
Cl[C:2]1[C:7](=[O:8])[N:6]([CH3:9])[N:5]=[CH:4][C:3]=1OC.O.[NH2:13]N>>[NH2:13][C:2]1[C:7](=[O:8])[N:6]([CH3:9])[N:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 27749384-Chloro-5-methoxy-2-methyl-2,3-dihydropyridazin-3-one

Product 1

HCID 131036364-Amino-2-methyl-2,3-dihydropyridazin-3-oneYield 65.3%

Procedure

At 80° C., 240.8 g (1.38 mol) of 5-chloro-4-methoxy-1-methyl-6-pyridazone was added in portions to 1930 ml of hydrazine hydrate in such a manner that the temperature remained at 80° C. without further heating. After cooling, the precipitate was filtered off, washed and dried. There was obtained 112.8 g (65.3%) of 5-amino-1-methyl-6-pyridazone of melting point 191°-192° C.

Workup

  1. customremained at 80° C. without further heating
  2. temperatureAfter cooling
  3. filtrationthe precipitate was filtered off
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-c7e47f1b09c2483da47547b4535c10cc
Source dataset
uspto-grants-1992_06
Patent number
US05123952

Reaction notes

Loading…