Hydrogen Sulfide → 3-Amino-2-cyano-3-isopropoxy-2-propenethioamide

Participants

Reaction Steps

In the manner of Example V, part B, 117.6 g of 3-amino-2-cyano-3-isopropoxy-2-propenenitrile were allowed to react with excess hydrogen sulfide gas in a solution of 157.4 g of triethylamine and 250 ml of pyridine. The volatile materials were removed under reduced pressure and water was added to the residue. The yellow precipitate was collected and dried. The dried solid was recrystallized from isopropanol to yield 123 g of 3-amino-2-cyano-3-isopropoxy-2-propenethioamide, mp 170° (decomposes). The ir and nmr spectra were consistent with the assigned structure.

Provenance & Evidence