Bis(2-Methoxyethyl)amine → N,N-bis(2-methoxyethyl)sulfamoyl chloride

A premixed solution of bis-methoxyethylamine (15.0 ml, 102 mmol, 1.00 equiv.) and triethylamine (21.3 ml, 153 mmol, 1.50 equiv.) was added dropwise to a solution of sulfuryl chloride (20.7 ml, 153 mmol, 1.50 equiv.) in CH2Cl2 at 0° C. The reaction mixture was continued stirred at 0° C. for 2 h, poured into ice and extracted with CH2Cl2 (3×100 ml). The combined organic extracts were washed with a saturated NaCl soln (1×100 ml), the organic layer dried (Na2SO4), filtered and concentrated under vacuum to afford the title compound (18.5 g, 80%) which was used without further purification. 1HNMR (CDCl3): 3.37 (s, 6H), 3.64-3.64 (m, 8H)

1. additionpoured into ice
2. extractionextracted with CH2Cl2 (3×100 ml)
3. washThe combined organic extracts were washed with a saturated NaCl soln (1×100 ml)
4. dry with materialthe organic layer dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated under vacuum

ORD record

ord-48d57fe7c7154dab91479dcf47e6ab78

Source dataset

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06458783B1