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

HRID 917813Notes

Reaction equation

HRID 917813 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-34e2931cac64401982439a3cc562be6e
Source dataset
uspto-grants-1976_07
Patent number
US03967952

Reaction notes

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