4-Chlorobenzenesulfonyl chloride → HCID 18175258, compound

HRID 395596Notes

Reaction equation

HRID 395596 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1.[OH:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1>C(O)C>[OH:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH:25][S:15]([C:12]2[CH:13]=[CH:14][C:9]([Cl:8])=[CH:10][CH:11]=2)(=[O:17])=[O:16])=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 974724-Hydroxybenzylamine

Product 1

HCID 18175258HCID 18175258, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Triethylamine (0.77 ml) and 4-chlorobenzenesulfonyl chloride (1.2 g) were added to a solution of 4-hydroxybenzylamine (0.68 g) in ethanol(10 ml), respectively. The reaction mixture was stirred at room temperature for 4 hours and evaporated in vacuo to remove the solvent. The residual solid was washed with water then recrystallized from ethanol to give N-(4-hydroxybenzyl)-4-chlorobenzenesulfonamide (1.2 g), mp 187-189° C.

Workup

  1. customevaporated in vacuo
  2. customto remove the solvent
  3. washThe residual solid was washed with water
  4. customthen recrystallized from ethanol

Sources & evidence

ORD record
ord-8b48b7d8658941c6b15c1c3b48adff06
Source dataset
uspto-grants-2003_08
Patent number
US06605635B1

Reaction notes

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