Tert-Butylamine → 3-Tert-butylsulfamoyl-benzenesulfonyl chloride

HRID 2303570Notes

Reaction equation

HRID 2303570 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:13]1([S:23](Cl)(=[O:25])=[O:24])[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([Cl:22])(=[O:21])=[O:20])[CH:14]=1>O1CCCC1>[C:1]([NH:5][S:23]([C:13]1[CH:14]=[C:15]([S:19]([Cl:22])(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1)(=[O:25])=[O:24])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 962401,3-Benzenedisulfonyl dichloride

Product 1

HCID 167932863-Tert-butylsulfamoyl-benzenesulfonyl chlorideYield 61.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.46 grams (20 mmole) of t-butylamine and 2.02 grams (20 mmole) of triethylamine in tetrahydrofuran was added dropwise to a solution of 5.5 grams (20 mmole) of 1,3-benzenedisulfonyl chloride in tetrahydrofuran. The reaction was stirred at room temperature for 2 hours. The solvent was evaporated in vacuo. The residue was purified on silica gel eluting with methylene chloride to give 3.86 grams of the titled compound as an oil.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customThe residue was purified on silica gel eluting with methylene chloride

Sources & evidence

ORD record
ord-1b58fc39ca2d420c96baa2cda6fe8c1b
Source dataset
uspto-grants-2002_08
Patent number
US06433009B1

Reaction notes

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