Thiophenol → 1-(2'-Cyanobiphenyl-4-yl)methyl-6-phenylthio-3-propylpyrimidine-2,4(1H,3H)-dione

HRID 373245Notes

Reaction equation

HRID 373245 reaction equation
Cl[C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]#[N:22])=[CH:11][CH:10]=2)[C:6](=[O:23])[N:5]([CH2:24][CH2:25][CH3:26])[C:4](=[O:27])[CH:3]=1.[C:28]1([SH:34])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:21]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:12]1[CH:13]=[CH:14][C:9]([CH2:8][N:7]2[C:2]([S:34][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:3][C:4](=[O:27])[N:5]([CH2:24][CH2:25][CH3:26])[C:6]2=[O:23])=[CH:10][CH:11]=1)#[N:22]

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 198115376-chloro-1-(2'-cyanobiphenyl-4-yl)methyl-3-propylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 198115351-(2'-Cyanobiphenyl-4-yl)methyl-6-phenylthio-3-propylpyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 6-chloro-1-(2'-cyanobiphenyl-4-yl)methyl-3-propylpyrimidine-2,4(1H,3H)-dione (1 g), thiophenol (0.33 ml) and potassium carbonate (0.44 g) in acetonitrile (20 ml) was heated under reflux for 5 hours. The reaction mixture was allowed to cool and the precipitate was removed by filtration.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. temperatureto cool
  4. customthe precipitate was removed by filtration

Sources & evidence

ORD record
ord-8f9ff11134ee4baebdf686f1e2fa0016
Source dataset
uspto-grants-1992_11
Patent number
US05162326

Reaction notes

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