Hydrazine hydrate (1:1) → HCID 20360783, compound

HRID 1579276Notes

Reaction equation

HRID 1579276 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:5]([CH2:7][CH2:8][C:9](O)=[O:10])=O.O.[NH2:17][NH2:18]>O>[OH:1][C:2]1[CH:3]=[C:4]([C:5]2[CH2:7][CH2:8][C:9](=[O:10])[NH:17][N:18]=2)[CH:12]=[CH:13][C:14]=1[CH3:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20360808HCID 20360808, compound

Product 1

HCID 20360783HCID 20360783, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A stirred suspension of 3-(3-hydroxy-4-methylbenzoyl) propionic acid (6.75 g, 0.032 mole) in water (40 ml) was treated with hydrazine hydrate (2.4 ml, 0.048 mole) and heated under reflux for 1 hour. The mixture was diluted with water (50 ml), cooled, and the product collected then washed with water. (6.36g, 96%, m.p. 215°-218°C). Crystallisation from ethanol gave pure 6-(3-hydroxy-4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone, m.p. 216°-218°C

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. customthe product collected
  5. washthen washed with water
  6. customCrystallisation from ethanol

Sources & evidence

ORD record
ord-bd6f065d9bb0431da9f44813e9ccf5ae
Source dataset
uspto-grants-1976_01
Patent number
US03931177

Reaction notes

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