Water → N-(3-(4-methylpyridin-2-yl)phenyl)-N'-benzoylthiourea

HRID 1059986Notes

Reaction equation

HRID 1059986 reaction equation
[N-:1]=[C:2]=[S:3].[NH4+].[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([C:21]2[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=2)[NH2:24])[CH:16]=1.O>CC(C)=O>[CH3:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([C:21]2[CH:22]=[C:23]([NH:24][C:2]([NH:1][C:5](=[O:12])[C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)=[S:3])[CH:25]=[CH:26][CH:27]=2)[CH:16]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 186676162-(3-Aminophenyl)-4-methylpyridineHCID 178514171HCID 178514171, compound

Product 1

HCID 18667641N-(3-(4-methylpyridin-2-yl)phenyl)-N'-benzoylthiourea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
50 °C

Procedure

To a stirred solution of ammonium isothiocyanate (142 mg) in acetone (3 ml) was added benzoyl chloride (0.199 ml) at 50° C., and the mixture was stirred at 50° C. for 10 minutes. To the resultant suspension was added a solution of 3-(4-methylpyridin-2-yl)aniline (300 mg) in acetone (6 ml) dropwise, and the mixture was stirred at 60° C. for 2 hours. Water was added to the reaction mixture, and the precipitate was collected by filtration and dried to give N-(3-(4-methylpyridin-2-yl)phenyl)-N′-benzoylthiourea (557 mg).

Workup

  1. stirringthe mixture was stirred at 60° C. for 2 hours
  2. filtrationthe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-64c4e228b5c74060b212562539a93f22
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

Loading…