Sodium Azide → HCID 19778312, compound

Participants

Reaction Steps

5-Chloro-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-methyl-1H-pyrazole-4-carboxaldehyde (1.2 g) and sodium azide (0.3 g) were heated at 70° under a nitrogen atmosphere in dimethyl sulphoxide (15 ml) for 8 hours. The solvent was removed in vacuo and the residue redissolved in methanol (20 ml) containing piperidine (1 ml). This mixture was cooled to 15° while hydrogen sulphide gas was bubbled in slowly for 3 hours. The mixture was worked up to give 5-amino-1-(2,6-dichloro- 4-trifluoromethylphenyl)-3-methyl-1H-pyrazole-4-carboxaldehyde, m.p. 169°-172°.

Provenance & Evidence