Hydrochloric Acid → N-(4,4-diethoxybutyl)methanesulfonamide
Reaction equation
[CH2:1]([O:3][CH:4]([O:9][CH2:10][CH3:11])[CH2:5][CH2:6][CH2:7][NH2:8])[CH3:2].[S:12](Cl)([OH:15])(=O)=[O:13].[CH4:17].Cl>O>[CH2:10]([O:9][CH:4]([O:3][CH2:1][CH3:2])[CH2:5][CH2:6][CH2:7][NH:8][S:12]([CH3:17])(=[O:15])=[O:13])[CH3:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
48.2 g 4-amino butyraldehyde diethyl acetal are dissolved in 48.2 g water-free pyridine at 20° C. under stirring in a three-necked flask, equipped with a thermometer, reflux condenser, tap funnel and magnetic stirrer. Subsequently, the mixture is cooled to 10° to 15° C. by means of external cooling and at these temperatures 34,6 g methane sulfochloride is added drop-wise at such a rate that the temperature of the reaction mixture does not rise beyond the given range. Subsequently, the mixture is heated to 40° to 50° C. for 1 hour and then stirred into 300 g ice water, to which 20 g of concentrated hydrochloric acid were added, under intensive stirring. The resulting substance is a two-phase, yellow-brown mixture, which is extracted with ether and further processed as explained in Preparation Example 1. Yield: 88% based on the amino acetal used.
Workup
- customequipped with a thermometer
- temperaturereflux condenser, tap funnel and magnetic stirrer
- temperatureSubsequently, the mixture is cooled to 10° to 15° C. by means
- additionis added drop-wise at such a rate that the temperature of the reaction mixture
- temperatureSubsequently, the mixture is heated to 40° to 50° C. for 1 hour
- additionwere added, under intensive stirring
- extractionis extracted with ether
- customas explained in Preparation Example 1
Sources & evidence
- ORD record
- ord-fa7fca3750fb41ca8e73c2f4bc2cd14f
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05849842
Reaction notes
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