2-cyano-3-ethoxybut-2-enethioaMide synthesis

Yield: 59%

Reaction Conditions:

with hydrogen sulfide;triethylamine in tetrahydrofuran at 0; for 0.5 h;

Steps:

V-A
H2S gas was bubbled to a stirred solution of compound V-l (50.0 g, 360 mmol) and TEA (0.85 mL) in THF (1000 mL) at 0 °C. The mixture was stirred for 0.5 hour, and the precipitated solid was collected by filtration to afford compound V-2 (30 g, yield 59%).

References:

INTERMUNE, INC.;BUCKMAN, Brad, O.;NICHOLAS, John, B.;EMAYAN, Kumaraswamy;SEIWERT, Scott, D. WO2013/25733, 2013, A1 Location in patent:Paragraph 0434