Diethylamine → N,N-diethylsulfamoyl chloride

N,N-Disubstituted sulfamoyl chlorides were prepared as described by Binkley and Degering [J. Am. Chem. Soc., 61, 3250-3251 (1939)], herein incorporated by reference. For example, diethylamine (0.33 mole) was added very slowly to sulfuryl chloride (0.33 mole) with vigorous stirring and ice water chilling. The mixture was warmed and heated under reflux for 24 hours. The cooled mixture was extracted with anhydrous ethyl ether, and the extract was concentrated and the residue distilled under reduced pressure to afford N,N-diethyl sulfamoyl chloride, b.p. 69° (10 mmHg). N,N-Dimethyl-sulfamoyl chloride was purchased commercially.

1. temperatureThe mixture was warmed
2. temperatureheated
3. temperatureunder reflux for 24 hours
4. extractionThe cooled mixture was extracted with anhydrous ethyl ether
5. concentrationthe extract was concentrated
6. distillationthe residue distilled under reduced pressure

ORD record

ord-dba9497db56f4bf7b594b495fc95c8b8

Source dataset

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07429595B2