Methanol → HCID 178509502, compound

Participants

Reaction Conditions

Reaction Steps

In 3-neck 50 mL round-bottomed flask, 3-(1H-1,2,4-triazol-3-yl)-5-(trifluoromethyl)benzamide (0.5 g, 1 eq.) and POCl3 (2.0 mL, 4 eq.) was dissolved in DMF (15 mL, 15 Vol) and reaction mixture was stirred at 25° C. for 1-2 hr. The progress of the reaction was followed by TLC analysis on silica gel with 10% Methanol:dichloromethane as mobile phase and visualization with UV, SM Rf=0.35 and Product Rf=0.45. Reaction mixture was concentrated under reduced pressure to afford 0.1.2 g of crude compound. The crude reaction mixture was purified by column chromatography using silica 60/120 using Methanol: dichloromethane as mobile phase. The column (5×10 cm) was packed in dichloromethane and started eluting in Methanol in gradient manner starting with fraction collection (25-mL fractions) from 1.5% to 2.0% Methanol in dichloromethane. Compound started eluting with 1.5% Methanol in dichloromethane. Fraction containing such TLC profile was collected together to obtain pure 3-(1H-1,2,4-triazol-3-yl)-5-(trifluoromethyl)benzonitrile (500 mg), Yield (60%); Mass: (ES+) 238.1 (M+1).

Provenance & Evidence