2-[3-(cyanomethyl)-5-methylphenyl]acetonitrile

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The procedure of Example 22-i) was repeated using 1,3-biscyanomethyl-5-methylbenzene (680 mg, 4 mmol) and 2-amino-3,4-difluorothiophenol hydrochloride (888 mg, 4.5 mmol) and the resultant product was recrystallized from ethyl acetate-hexane to give 3-[(4,5-difluorobenzothiazol-2-yl)methyl]-5-methylphenylacetonitrile (210 mg, 17%) as a colorless powder. the resultant product was recrystallized from ethyl acetate-hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 1,3-biscyanomethyl-5-methylbenzene (2.89 g, 17 mmol) and 2-amino-3,4,6-trifluorothiophenol hydrochloride (3.66 g, 17 mmol) in absolute ethanol was heated at 170° C. for 15 hours under a nitrogen stream in an autoclave. After the reaction, evaporation of the solvent left a residue, which was purified on a silica gel column and recrystallized from ethyl acetate-hexane to obtain 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]-5-methylphenylacetonitrile (1.86 g, 33%). After the reaction, evaporation of the solvent left a residue, which was purified on a silica gel column recrystallized from ethyl acetate-hexane