2-aMino-4-(trifluoroMethyl)thiazole-5-carbonitrile synthesis

Yield:151729-42-9 90.3 %.

Reaction Conditions:

with ammonium hydroxide in tetrahydrofuran;

Steps:

S.4 Synthesis of 2-amino-5-cyano-4-trifluoromethylthiazole:

SYNTHESIS EXAMPLE 4 Synthesis of 2-amino-5-cyano-4-trifluoromethylthiazole: A 1.0 g portion of 2-chloro-5-cyano-4-trifluoromethylthiazole was dissolved in 40 ml of tetrahydrofuran and 9 ml of 28 % aqueous ammonia was added dropwise thereto. After the completion of the addition, the resulting mixture was stirred at room temperature for 8 hours. After the completion of the reaction, the reaction mixture was poured into water, neutralized with diluted hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and an aqueous solution of common salt and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the crude product thus obtained was recrystallized from a solvent mixture (toluene/hexane) to thereby give 0.82 g of the target product. Yield = 90.3 %. m.p. = 166 - 167°C.

References:

EP566138,1993,A1