2-(Ethoxymethylene)propanedinitrile → 5-Amino-4-cyano-1-(1-methyl-5-methylmercapto-3-pyrazolyl)pyrazole
Reaction equation
[NH:1]([C:3]1[CH:7]=[C:6]([S:8][CH3:9])[N:5]([CH3:10])[N:4]=1)[NH2:2].C(O[CH:14]=[C:15]([C:18]#[N:19])[C:16]#[N:17])C>C(O)C>[NH2:19][C:18]1[N:1]([C:3]2[CH:7]=[C:6]([S:8][CH3:9])[N:5]([CH3:10])[N:4]=2)[N:2]=[CH:14][C:15]=1[C:16]#[N:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2.0 g (13.1 mmol) 3-Hydrazino-1-methyl-5-methylmercaptopyrazole and 1.8 g (14.4 mmol) ethoxymethylenemalononitrile in 25 ml ethanol was stirred for 30 minutes at room temperature and heated at boiling point for 3 hours. The reaction mixture was concentrated and the residue purified by silica gel chromatography (hexane/ethyl acetate 1:1).
Workup
- temperatureheated
- customfor 3 hours
- concentrationThe reaction mixture was concentrated
- customthe residue purified by silica gel chromatography (hexane/ethyl acetate 1:1)
Sources & evidence
- ORD record
- ord-9d4d1597f2a5416ebbff189a0fb73877
- Source dataset
- uspto-grants-1996_12
- Patent number
- US05580986
Reaction notes
Loading…