Tert-Butylamine → N-tert-butylmethanesulfonamide

HRID 72345Notes

Reaction equation

HRID 72345 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([NH2:10])([CH3:9])([CH3:8])[CH3:7]>ClCCl>[C:6]([NH:10][S:2]([CH3:1])(=[O:4])=[O:3])([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 4130162N-tert-butylmethanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methanesulfonyl chloride (7.7 ml) in dichloromethane (100 ml) was added dropwise tert-butylamine (23.1 ml) at 0° C., and the mixture was stirred for 5 minutes. Subsequently, the mixture was filtered and the filtrate was washed with 1 N hydrochloric acid (100 ml), dried with magnesium sulfate, filtered and concentrated under reduced pressure. This gave the product (14.7 g) with a molecular weight of 151.3 g/mol (C5H13NO2S).

Workup

  1. filtrationSubsequently, the mixture was filtered
  2. washthe filtrate was washed with 1 N hydrochloric acid (100 ml)
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b0c41528e1564ace9c6d55850f9c6d33
Source dataset
uspto-grants-2014_09
Patent number
US08828995B2

Reaction notes

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