Hydrochloric Acid → 3-chloro-N,N-dimethylpropane-1-sulfonamide

HRID 890244Notes

Reaction equation

HRID 890244 reaction equation
Cl.[CH3:2][NH:3][CH3:4].[Cl:5][CH2:6][CH2:7][CH2:8][S:9](Cl)(=[O:11])=[O:10].[OH-].[Na+].Cl>O>[Cl:5][CH2:6][CH2:7][CH2:8][S:9]([N:3]([CH3:4])[CH3:2])(=[O:11])=[O:10]

Participants

6

Conditions

Temperature
-5 °C

Procedure

10 g of dimethylamine hydrochloride are placed in 60 ml of water, a nitrogen atmosphere is applied and the solution is cooled to between 0° C. and −5° C., and then 18 ml of 3-chloro-1-propanesulphonyl chloride are added dropwise. 10.6 g of sodium hydroxide in 40 ml of water are added while maintaining at −5° C., then the mixture is allowed to return to AT and stirring is maintained for 1 hour. 1 ml of concentrated HCl is added and then extraction is carried out with DCM. The organic phase is washed with a 10% NaOH solution and then with an NaCl solution. 15.1 g of the expected compound are obtained.

Workup

  1. temperaturethe solution is cooled to between 0° C. and −5° C.
  2. temperatureis maintained for 1 hour
  3. extractionextraction
  4. washThe organic phase is washed with a 10% NaOH solution

Sources & evidence

ORD record
ord-36fd1e0ba7ea4cacb7cd98a20ef9e7d7
Source dataset
uspto-grants-2006_02
Patent number
US06995184B2

Reaction notes

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