Hydrazine → 3,5-Diphenyl-1H-pyridazin-4-one

HRID 597180Notes

Reaction equation

HRID 597180 reaction equation
C([N:3](CC)[CH:4]=[C:5]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:6](=[O:15])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O)C.[NH2:24]N>C(O)(C)C>[C:9]1([C:7]2[C:6](=[O:15])[C:5]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:4][NH:3][N:24]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 539328324-(Diethylamino)-1,3-diphenylbut-3-ene-1,2-dione

Product 1

HCID 6192033,5-Diphenyl-1H-pyridazin-4-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The product solution from Example 1 was cooled to 0° C. and mixed with 20 ml. of isopropyl alcohol and 2 ml. of hydrazine. The mixture was stirred for 10 minutes, and was then warmed to room temperature and stirred for 15 hours. The product was then collected by filtration. The yield was 6.0 g. of 3,5-diphenyl-4(1H)-pyridazinone, m.p. 328°-32° C., which was identified by infrared and nuclear magnetic resonance analysis.

Workup

  1. additionmixed with 20 ml
  2. stirringstirred for 15 hours
  3. filtrationThe product was then collected by filtration

Sources & evidence

ORD record
ord-a361d087769a4d7d99e2c6a35a6653cd
Source dataset
uspto-grants-1977_03
Patent number
US04013658

Reaction notes

Loading…