Pyridine → 6-amino-2-methylpyridazine-3(2H)-thione
Reaction equation
N1C=CC=CC=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:16])=CC=1.[NH2:29][C:30]1[CH:35]=[CH:34][C:33](=O)[N:32]([CH3:37])[N:31]=1.C(Cl)(Cl)Cl>CO>[NH2:29][C:30]1[CH:35]=[CH:34][C:33](=[S:16])[N:32]([CH3:37])[N:31]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Pyridine (5 ml) and a Lawesson's reagent (970 mg, 2.4 mmol) were added to 3-amino-1-methyl-1,6-dihydropyridazin-6-one (500 mg, 4 mmol) as described in Journal of Medicinal Chemistry, 34 (10), 3074 (1991), and the mixture was refluxed under heating for 5 hours. The reaction mixture was concentrated and the residue obtained was subjected to silica gel column chromatography (chloroform:methanol=100:1) to give 218 mg of 3-amino-1-methyl-1,6-dihydropyridazine-6-thione.
Workup
- temperaturethe mixture was refluxed
- temperatureunder heating for 5 hours
- concentrationThe reaction mixture was concentrated
- customthe residue obtained
Sources & evidence
- ORD record
- ord-8669ca35e835445da07adb346df577bd
- Source dataset
- uspto-grants-1998_02
- Patent number
- US05719155
Reaction notes
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