Reaction #62789

Reaction equation

Ethyl(ethoxymethylene)cyanoacetate

2-hydrazinopyridine

→

Ethyl 5-amino-1-(2-pyridinyl)-1H-pyrazole-4-carboxylate

Solvents

ethanol

Conditions

Workup

1. 1
   TemperatureThe reaction was then heated
2. 2
   Temperatureat reflux for 21/2 hours
3. 3
   Temperaturecooled
4. 4
   OtherThe solid which formed
5. 5
   Filtrationwas collected by filtration
6. 6
   Washwashed with absolute ethanol
7. 7
   OtherAfter air-drying

Procedure

Ethyl(ethoxymethylene)cyanoacetate, 19.5 g, was added in one portion into a solution of 2-hydrazinopyridine, 12.5 g, in 100 mL of absolute ethanol. The reaction was then heated at reflux for 21/2 hours and cooled. The solid which formed was collected by filtration and washed with absolute ethanol. After air-drying, the product weighed 22.6 g and melted at 92°-93° C.

Source