Isopropylamine → Methanesulfonamide, 1-chloro-N-(1-methylethyl)-

HRID 848397Notes

Reaction equation

HRID 848397 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[Cl:5][CH2:6][S:7](Br)(=[O:9])=[O:8]>ClCCl>[CH:1]([NH:4][S:7]([CH2:6][Cl:5])(=[O:9])=[O:8])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 12543458Chloromethanesulfonyl bromide

Product 1

HCID 3016718Methanesulfonamide, 1-chloro-N-(1-methylethyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A 11.8 g (0.2 mol) sample of isopropylamine was added dropwise to a cooled (-60° C.) solution of 19.3 g (0.1 mol) chloromethanesulfonyl bromide in 200 ml dichloromethane. The reaction was then allowed to warm to about 25° C. and stirred about 16 hours. The reaction mixture was then filtered, washed with water, dried over magnesium sulfate and evaporated to give crude N-isopropyl chloromethanesulfonamide.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-36509b1a801c469981dcacf5ecb71e11
Source dataset
uspto-grants-1981_10
Patent number
US04295874

Reaction notes

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