MORPHOLINE-4-SULFONYL CHLORIDE

Morpholine (0.436 mL, 5 mmol) was added slowly and with caution to a mixture of sulfuryl chloride (1.205 mL, 15 mmol) in 5 mL acetonitrile. Heated to reflux and stirred for 24 hours. After starting material consumed, solution concentrated to oil, azeotroped with toluene (2x), concentrated to give crude product 126 stored as a 2M solution in dichloromethane (0.999 g, 5 mmol, 100percent. ) Preparation Example 23 Preparation Example 23: 8.4 ml (96.4 mmol) morpholine in 12 ml acetonitrile were metered into a solution of 4.0 ml (49.3 mmol) sulphuryl chloride in 12 ml acetonitrile while cooling with an ice bath and the mixture was stirred overnight at 85° C. Then the reaction solution was evaporated down i. vac., the residue was combined with diethyl ether, the precipitate was filtered off and the filtrate was distilled under a pressure of 1 mbar and a head temperature of 95-98° C. Yield 3.7 g (40percent) colourless oil 13-a.10.0 mL of dichloromethane (CHMorpholine (0.436 mL, 5 mmol) was added slowly and with caution to a mixture of sulfuryl chloride (1.205 ml, 15 mmol) in 5 mL acetonitrile. Heated to reflux and stirred for 24 hours. After starting material consumed, solution concentrated to oil, azeotroped with toluene (2x), concentrated to give crude product 126 stored as a 2M solution in dichloromethane (0.999 g, 5 mmol, 100percent.) 1H NMR (CD3SOCD3) 8 3.80 (br s, 4H), 3.28 (br s, 4H. ) MS: 186 (M+1)

Molecular Weight:185.63
XLogP3:-0.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:184.9913420
Monoisotopic Mass:184.9913420
Topological Polar Surface Area:55
Heavy Atom Count:10
Complexity:191
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes