Hydrazine hydrate (1:1) → HCID 53681348, compound

HRID 745473Notes

Reaction equation

HRID 745473 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14](=O)[CH2:15][CH2:16][C:17]([OH:19])=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.O.[NH2:22][NH2:23]>C(O)C>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]3[CH2:15][CH2:16][C:17](=[O:19])[NH:22][N:23]=3)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13535414HCID 13535414, compound

Product 1

HCID 53681348HCID 53681348, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2 g of (E)-6-[4-(1H-imidazol-1-yl)phenyl]-4-oxo-5-hexenoic acid in 60 ml of ethanol containing 0.5 g of 80% hydrazine hydrate is heated to reflux for three hours. The solution is concentrated to a small volume (ca 10 ml) and filtered. The residue is crystallized from THF/methanol to give 0.6 g of the 4,5-dihydro-pyridazinone, mp 230°-231° C.

Workup

  1. temperatureto reflux for three hours
  2. concentrationThe solution is concentrated to a small volume (ca 10 ml)
  3. filtrationfiltered
  4. customThe residue is crystallized from THF/methanol

Sources & evidence

ORD record
ord-d388b1ba705d405ab00c79293eac18be
Source dataset
uspto-grants-1986_07
Patent number
US04599332

Reaction notes

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