Phosphorus sulfide (P2S5) → 6-(4-Chlorophenyl)pyridazine-3-thiol

HRID 1580

Reaction equation

HRID 1580 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=O)[NH:12][N:13]=2)=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:16]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[S:16])[NH:12][N:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 6890856-(4-Chlorophenyl)-2,3-dihydropyridazin-3-one

Product 1

HCID 124935176-(4-Chlorophenyl)pyridazine-3-thiolYield 187.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 3.0 g of 6-(4-chlorophenyl)-pyridazinone, 50 ml of dry pyridine and 3.2 g of phosphorus pentasulfide was refluxed for 1 hour, evaporated to dryness and extracted with 200 ml of ether. The ether extract was washed with water (3×100 ml), brine (100 ml), dried over magnesium sulfate and evaporated to yield 3.0 g of 6-(4-chlorophenyl)-pyridazinthione as a yellow solid.

Workup

  1. temperaturewas refluxed for 1 hour
  2. customevaporated to dryness
  3. extractionextracted with 200 ml of ether
  4. extractionThe ether extract
  5. washwas washed with water (3×100 ml), brine (100 ml)
  6. dry with materialdried over magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-e530c7df16024f4aae4797b4613d3ced
Source dataset
uspto-grants-1998_03
Patent number
US05726176

Linked notes

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