4-Aminophenol → HCID 20033021, compound

HRID 231494Notes

Reaction equation

HRID 231494 reaction equation
[OH-].[K+].[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.CS([C:15]1[N:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:17][N:16]=1)(=O)=O>CS(C)=O>[F:24][C:21]([F:22])([F:23])[C:19]1[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:17][N:16]=[C:15]([O:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:3])=[CH:5][CH:6]=2)[N:20]=1

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 14797Potassium HydroxideHCID 20033022HCID 20033022, compound

Product 1

HCID 20033021HCID 20033021, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

With cooling, 2.2 g of powdered potassium hydroxide are added to a solution of 2.1 g of 4-aminophenol in 50 ml of dimethylsulfoxide and the mixture is stirred for 1 hour to form a clear solution. To the batch are then added, in portions, 6 g of 2-methylsulfonyl-4-trifluoromethyl-5-phenylpyrimidine and the mixture is stirred for 4 hours at room temperature. The mixture is then poured into ice-water and extracted with ether. The washed and dried ethereal extracts yield a product of m.p. 123°-126° C., which is the title compound of formula ##STR21##

Workup

  1. temperatureWith cooling
  2. customto form a clear solution
  3. stirringthe mixture is stirred for 4 hours at room temperature
  4. extractionextracted with ether
  5. washThe washed
  6. customdried ethereal extracts
  7. customyield a product of m.p. 123°-126° C., which

Sources & evidence

ORD record
ord-2220591de82f46249959188fa8e57f28
Source dataset
uspto-grants-1989_07
Patent number
US04847258

Reaction notes

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