Réaction #792218

Équation de réaction

triazolinone

ammonia

3-iodopyridine

5-methyl-4-[(4-methylpentan-2-ylidene)amino]-2,4-dihydro-3H-1,2,4-triazol-3-one

potassium carbonate

→

4-Amino-5-ethyl-2-(pyridin-3-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one

Solvants

water

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   Extractionwas then extracted three times in each case with 20 ml of ethyl acetate

Mode opératoire

For 20 min, a weak stream of argon was passed through a mixture of 1.23 g (6.0 mmol) of 3-iodopyridine, 981 mg (5.0 mmol) of 5-methyl-4-[(4-methylpentan-2-ylidene)amino]-2,4-dihydro-3H-1,2,4-triazol-3-one (preparation cf. EP 511569, WO 1993/004050) and 1.037 g (7.5 mmol) of powdered potassium carbonate in 5 ml of N,N-dimethylformamide. 205 mg (1.0 mmol) of copper(I) iodide were then added, and under protective gas the mixture was heated at 150° C. for 2 hours. Analytically, by thin-layer chromatography, no more triazolinone starting material was found. With stirring, 5 ml of 25% strength ammonia solution and 10 ml of water were added to the cooled reaction mixture, which was then extracted three times in each case with 20 ml of ethyl acetate.

Source