Hydrochloric Acid → Morpholine-4-sulfonyl chloride

Temperature

60 °C

With intensive cooling, 32.7 ml of sulfuryl chloride are added at approximately 0° C. to 23.5 ml of morpholine. The suspension is then carefully heated to 60° C., causing the onset of hydrogen chloride evolution. After 5 h at 60° C., the evolution of hydrogen chloride is complete. The cooled brown reaction mixture is poured onto ice, and the precipitating oil is extracted with ether, washed with water, 5% sodium hydrogen carbonate solution and water and dried with sodium sulfate. The organic phases are concentrated by evaporation and distilled at elevated temperature and reduced pressure (90° C.; 1 mbar) to yield the title compound: 1H-NMR (200 MHz, DMSO-d6): 3.80 and 3.29 (2t, 5 Hz, per 4 H).

1. additionThe cooled brown reaction mixture is poured onto ice
2. extractionthe precipitating oil is extracted with ether
3. washwashed with water, 5% sodium hydrogen carbonate solution and water
4. dry with materialdried with sodium sulfate
5. concentrationThe organic phases are concentrated by evaporation
6. distillationdistilled at elevated temperature and reduced pressure (90° C.; 1 mbar)

ORD record

ord-11cbb57f44924c35a4f39d69eccf336a

Source dataset

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05643878