Reaction #685014

Reaction equation

N,N-dimethylsulfamoyl chloride

1,4-dioxa-8-azaspiro[4,5]decane

triethylamine

→

title compound

Yield 100.0%

N,N-Dimethyl-1,4-dioxa-8-azaspiro[4.5]decane-8-sulfonamide

Yield 100.0%

Solvents

THF

Conditions

Workup

1. 1
   OtherThe solids were removed by filtration
2. 2
   Concentrationthe solution was concentrated

Procedure

To a solution of 1,4-dioxa-8-azaspiro[4,5]decane (5.0 g, 35 mmol) in THF (25 mL) was added triethylamine (5 mL, 36 mmol) followed by N,N-dimethylsulfamoyl chloride (3.7 mL, 35 mmol). The resulting white mixture was stirred at room temperature for 1 h. The solids were removed by filtration and the solution was concentrated to give the title compound as a white solid (8.7 g, 100% yield). 1H NMR (300 MHz, CDCl3) δ: 3.93 (4H, s), 3.35 (4H, t, J=5.8 Hz), 2.78 (6H, s), 1.73 (4H, t, J=5.8 Hz). LCMS (M+H) calcd for C9H19N2O4S: 251.10; found: 251.24.

Source