Hydrogen Sulfide → HCID 12831166, compound

HRID 2285592Notes

Reaction equation

HRID 2285592 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

5

Reactant 3

HCID 402Hydrogen SulfideHCID 962WaterHCID 128311604-Amino-2-phenylpyrimidine-5-carbonitrile

Product 1

HCID 12831166HCID 12831166, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

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%).

Workup

  1. stirringAfter stirring for one hour at ambient temperature
  2. customthe pale yellow solid which separated
  3. filtrationis collected by filtration
  4. customdried at 110° C./0.1 mm
  5. customThe initial product is recrystallized from toluene (Darco G-60)

Sources & evidence

ORD record
ord-15e216c3faad4b32a438bf07bef8c903
Source dataset
uspto-grants-1982_04
Patent number
US04323681

Reaction notes

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