Hydrogen Sulfide → HCID 12831166, compound

Reaction equation

[SH2:1].[NH2:2][C:3]1[C:8]([C:9]#[N:10])=[CH:7][N:6]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:4]=1.O>N1C=CC=CC=1>[NH2:2][C:3]1[C:8]([C:9](=[S:1])[NH2:10])=[CH:7][N:6]=[C:5]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:4]=1

Participants

Procedure

Hydrogen sulfide is passed through a solution of 4-amino-2-phenyl-5-pyrimidinecarbonitrile (9.811 g., 0.050 mole) in dry pyridine (125 ml.) for one hour. The emerald green solution is stored overnight at 5° C. The solution is poured into water (500 ml.) with stirring. After stirring for one hour at ambient temperature, the pale yellow solid which separated is collected by filtration, dried at 110° C./0.1 mm. The yield of product melting at 197° C. dec. (uncorr.) was 10.481 g. (91.0%). The initial product is recrystallized from toluene (Darco G-60) affording yellow needles melting at 198° C. dec. (uncorr.) in a yield of 7.733 g. (67.1%).