4-Aminophenol → HCID 961389, compound

HRID 395594Notes

Reaction equation

HRID 395594 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9]1([S:19](Cl)(=[O:21])=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1.O>O1CCOCC1>[OH:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:19]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[CH:11][CH:10]=2)(=[O:21])=[O:20])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 962WaterHCID 665601-Naphthalenesulfonyl chloride

Product 1

HCID 961389HCID 961389, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 4-aminophenol (4.5 g) in dioxane (20 ml) was added dropwise a solution of 1-naphthalenesulfonyl chloride (4.4 g) in dioxane (20 ml). The mixture was further stirred at room temperatue for 4.5 hours and poured into water. The precipitate was collected by filtration, recrystallized from ethanol and decolored with activated carbon to give N-(ρ-hydroxyphenyl)-1-naphthalenesulfonamide (4.2 g), mp 195-196° C.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-df2dc1835e9e4011b0444e6514563ea5
Source dataset
uspto-grants-2003_08
Patent number
US06605635B1

Reaction notes

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