Sodium Hydroxide → 1-Methyl-5-(methylthio)-1H-pyrazol-3-amine

Reaction equation

[NH2:1][C:2]1[C:6](C#N)=[C:5]([S:9][CH3:10])[N:4]([CH3:11])[N:3]=1.[OH-].[Na+].P([O-])(O)(O)=O.[Na+]>>[NH2:1][C:2]1[CH:6]=[C:5]([S:9][CH3:10])[N:4]([CH3:11])[N:3]=1

Participants

Reactant 3

HCID 14798Sodium Hydroxide

HCID 28195393-Amino-1-methyl-5-methylsulfanyl-1H-pyrazole-4-carbonitrile

HCID 23672064Monosodium phosphate

Product 1

HCID 542284381-Methyl-5-(methylthio)-1H-pyrazol-3-amine

Conditions

Temperature: 50 °C

Procedure

5.55 g (33.0 mmol) of 3-amino-4-cyano-1-methyl-5-methylmercaptopyrazole are heated to the boil with 50 ml of 32% strength aqueous sodium hydroxide solution for 24 hours. The reaction mixture is cooled, made slightly acidic with sodium dihydrogen phosphate solution, heated at 50° C. for 8 hours and subsequently extracted with ethyl acetate. The organic phase is dried over sodium sulfate, concentrated and purified by column chromatography (silica gel, hexane/ethyl acetate).