2-(Ethoxymethylene)propanedinitrile → 5-Amino-4-cyano-1-(1-methyl-5-methylmercapto-3-pyrazolyl)pyrazole

HRID 1292013Notes

Reaction equation

HRID 1292013 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

HCID 671522-(Ethoxymethylene)propanedinitrileHCID 451213143-Hydrazino-1-methyl-5-methylmercaptopyrazole

Product 1

HCID 541788975-Amino-4-cyano-1-(1-methyl-5-methylmercapto-3-pyrazolyl)pyrazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. temperatureheated
  2. customfor 3 hours
  3. concentrationThe reaction mixture was concentrated
  4. customthe residue purified by silica gel chromatography (hexane/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-f358d2c2f8c9402d9d886f0ddbfebc6d
Source dataset
uspto-grants-1998_05
Patent number
US05756424

Reaction notes

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