Ammonia → 5-amino-3-methyl-1-(2-octyl)-1H-pyrazole-4-carboxamide

Participants

Reaction Steps

4.72 g (34.66 mmol) of 2-(1-ethoxy-ethylidene)-malononitrile and 5.00 g (34.66 mmol) of (1-methyl-heptyl)-hydrazine are refluxed for 4 hours in 40 ml of methanol. After the solvent has been removed in vacuo, 8.23 g of a red oil are obtained. This is dissolved in 250 ml of ethanol and, after 300 ml of concentrated NH3 solution (25% strength) and 70 ml of hydrogen peroxide solution (30% strength) have been added, the solution is stirred for 65 hours at room temperature. After the non-aqueous solvents have been removed, the mixture is extracted three times with dichloromethane, and the organic phase is dried over sodium sulphate and evaporated on a rotary evaporator. This gives 7.75 g (87%) of a red oil.

Provenance & Evidence