Phosphorus sulfide (P2S5) → 4(1H)-Pyridazinethione, 1-methyl-3,5-diphenyl-

HRID 917815Notes

Reaction equation

HRID 917815 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5](=O)[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:3]1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22]>N1C=CC=CC=1>[CH3:1][N:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5](=[S:22])[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:3]1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 122629904(1H)-Pyridazinone, 1-methyl-3,5-diphenyl-

Product 1

HCID 122629974(1H)-Pyridazinethione, 1-methyl-3,5-diphenyl-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 1 g. portion of the product of Example 4 was dissolved in 10 ml. of pyridine and heated under reflux for 4 hours with 1 g. of P2S5. The solution was then poured into ice water and stirred for 30 minutes. The precipitate was recovered by filtration and crystallized from hexane-isopropyl alcohol. The yield was 1 g. of 1-methyl-3,5-diphenyl-4(1H)-pyridazinethione, m.p. 122°-23°C., which was identified by infrared, nuclear magnetic resonance and ultraviolet analyses, and by mass spectrometry.

Workup

  1. temperatureunder reflux for 4 hours with 1 g
  2. filtrationThe precipitate was recovered by filtration
  3. customcrystallized from hexane-isopropyl alcohol

Sources & evidence

ORD record
ord-2ca77bfc697a4d17961b4625f7977b3b
Source dataset
uspto-grants-1976_07
Patent number
US03967952

Reaction notes

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