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

HRID 596687Notes

Reaction equation

HRID 596687 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 (6.75g, 0.032 mole) in water (40ml) was treated with hydrazine hydrate (2.4 ml, 0.048 mole) and heated under reflux for one 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 one hour
  3. temperaturecooled
  4. customthe product collected
  5. washthen washed with water
  6. customCrystallisation from ethanol

Sources & evidence

ORD record
ord-5e7b2a69c4014ccf9b03db374c1636db
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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