Water → 4-[2-(4-Chlorophenyl)sulfonylaminopropyl)phenol

HRID 1709274Notes

Reaction equation

HRID 1709274 reaction equation
Br.[NH2:2][CH:3]([CH3:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.C(=O)(O)[O-].[Na+].O.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>C(OCC)(=O)C>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:2][CH:3]([CH3:12])[CH2:4][C:5]2[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 962WaterHCID 73984-Chlorobenzenesulfonyl chlorideHCID 9377Hydroxyamphetamine HydrobromideHCID 516892Sodium Bicarbonate

Product 1

HCID 145793754-[2-(4-Chlorophenyl)sulfonylaminopropyl)phenolYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2.32 g of 4-(2-aminopropyl)phenol hydrobromide, 4.2 g of sodium bicarbonate, 50 ml of water, 100 ml of ethyl acetate and 2.11 g of 4-chlorophenylsulfonyl chloride is stirred at room temperature for 3 hours. After the reaction, the ethyl acetate layer is separated therefrom, dried and evaporated to remove the solvent. 3.25 g of 4-[2-(4-chlorophenyl)sulfonylaminopropyl)phenol are obtained as brown oil.

Workup

  1. customAfter the reaction
  2. customthe ethyl acetate layer is separated
  3. customdried
  4. customevaporated
  5. customto remove the solvent

Sources & evidence

ORD record
ord-fafb6a62e65149fc8710a657836cde31
Source dataset
uspto-grants-1990_08
Patent number
US04948810

Reaction notes

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