Hydrochloric Acid → HCID 13921211, compound

Participants

Reaction Conditions

Reaction Steps

1-(2-fluoro-4-chloro-5-isopropoxyphenyl)-3,5-dimethyl-4-nitropyrazole (32.8 g) and metallic iron (33.5 g) were suspended in water (140 ml), and the resultant suspension was heated at 80° C., to which 35% aqueous hydrochloric acid (3.2 g) was then added dropwise. After the completion of addition, the reaction mixture was stirred for further 30 minutes at 80° C. Subsequent to cooling, the reaction mixture was brought to pH 9 with aqueous sodium hydroxide solution, followed by addition of toluene to form two layers. The organic layer as separated was washed with water and dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (27.7 g) as a pale yellow oil which soon crystallized on standing at room temperature. Recrystallization from a mixture of n-hexane/ethyl acetate yielded a white crystalline solid. m.p. 94°-96.5° C.

Provenance & Evidence