4-Aminophenol → HCID 13295054, compound

HRID 1462347Notes

Reaction equation

HRID 1462347 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](S(C)(=O)=O)=[N:6][CH:7]=1.[CH:12]1[C:17]([NH2:18])=[CH:16][CH:15]=[C:14]([OH:19])[CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[NH2:18][C:17]1[CH:12]=[CH:13][C:14]([O:19][C:5]2[N:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 11430Potassium CarbonateHCID 27277255-Chloro-2-methanesulfonylpyrimidine

Product 1

HCID 13295054HCID 13295054, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 5-chloro-2-methylsulfonylpyrimidine* (94 g), p-aminophenol (53 g), potassium carbonate (50 g) and methyl ethyl ketone (350 ml) was heated under reflux for a period of 3 hours. The mixture was filtered and the residue was washed with 2×200 ml of boiling acetone. Evaporation of the combined organic liquors left an orange oil. This readily dissolved in benzene and on standing the product crystallised and was collected by filtration and dried. Yield 80 g (74%), m.p. 125° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for a period of 3 hours
  3. filtrationThe mixture was filtered
  4. washthe residue was washed with 2×200 ml of boiling acetone
  5. customEvaporation of the combined organic liquors
  6. waitleft an orange oil
  7. dissolutionThis readily dissolved in benzene
  8. customcrystallised
  9. filtrationwas collected by filtration
  10. customdried

Sources & evidence

ORD record
ord-d89f20d2672c40fd8302c068a6f80606
Source dataset
uspto-grants-1984_07
Patent number
US04460588

Reaction notes

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