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

HRID 2082815Notes

Reaction equation

HRID 2082815 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 one hour. The mixture was diluted with water (50 ml) and cooled. The product (6.36 g, 96%, m.p. 215°-218° C) was collected, washed with water and crystallised from ethanol to give pure 6-(3-hydroxy-4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone, m.p. 216°-218° C. (Found: C, 64.80; H, 5.94; N, 13.52; M+, 204. C11H12N2O2 requires: C, 64.69; H, 5.92; N, 13.72%; M, 204).

Workup

  1. temperatureheated
  2. temperatureunder reflux for one hour
  3. temperaturecooled
  4. customThe product (6.36 g, 96%, m.p. 215°-218° C) was collected
  5. washwashed with water
  6. customcrystallised from ethanol

Sources & evidence

ORD record
ord-e52ba903ab3f419998a5f84d08b47374
Source dataset
uspto-grants-1978_04
Patent number
US04082843

Reaction notes

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