Water → N-tert-butylmethanesulfonamide

HRID 507783Notes

Reaction equation

HRID 507783 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.[S:12](Cl)([CH3:15])(=[O:14])=[O:13].O>C(Cl)Cl>[C:1]([NH:5][S:12]([CH3:15])(=[O:14])=[O:13])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 6385Tert-ButylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 4130162N-tert-butylmethanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butylamine (6.8 ml) and pyridine (7.8 ml) in methylene chloride (50 ml) was added dropwise mesyl chloride (5.0 ml) at 0° C. The mixture was stirred for 30 minutes. The reaction mixture was poured into water and then extracted with methylene chloride. The organic layer was concentrated. The residue was purified by column chromatography to give the title compound (5.2 g) having the following physical data.

Workup

  1. extractionextracted with methylene chloride
  2. concentrationThe organic layer was concentrated
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-a69cda4d8b964e4c9e215c8bd0fce8ee
Source dataset
uspto-grants-2010_08
Patent number
US07786161B2

Reaction notes

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