Hydrazine hydrate (1:1) → 6-(p-cyclopropylcarbonylaminophenyl)-4,5-dihydro-3(2H)-pyridazinone

HRID 647802Notes

Reaction equation

HRID 647802 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]([CH2:13][CH2:14][C:15](O)=[O:16])=O)=[CH:9][CH:8]=2)=[O:5])[CH2:3][CH2:2]1.O.[NH2:21][NH2:22]>C(O)C>[CH:1]1([C:4]([NH:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]3[CH2:13][CH2:14][C:15](=[O:16])[NH:21][N:22]=3)=[CH:9][CH:8]=2)=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 204833763-(p-Cyclopropylcarbonylaminobenzoyl)-propionic acid

Product 1

HCID 128073306-(p-cyclopropylcarbonylaminophenyl)-4,5-dihydro-3(2H)-pyridazinoneYield 68.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.0 g (7.7 millimoles) of 3-(p-cyclopropylcarbonylaminobenzoyl)-propionic acid, 0.45 g (9.0 millimoles) of hydrazine hydrate and 20 ml of ethanol are refluxed for 6 hours. The product is filtered off at 10° C. and recrystallized from dimethylformamide/water, giving 1.35 g (68% of theory) of 6-(p-cyclopropylcarbonylaminophenyl)-4,5-dihydro-3(2H)-pyridazinone, as colorless crystals, identical with the compound from Example 1.

Workup

  1. filtrationThe product is filtered off at 10° C.
  2. customrecrystallized from dimethylformamide/water

Sources & evidence

ORD record
ord-5b701d12c82b4f4699471deff271bdac
Source dataset
uspto-grants-1983_10
Patent number
US04410529

Reaction notes

Loading…