Reaction #1106679

Reaction equation

Racemic 2,3-dihydro-1,4-benzdioxin-2-ylmethylamine

sulfamide

→

title compound

N-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-sulfamide

Solvents

1,4 dioxane

Conditions

Workup

1. 1
   Temperaturerefluxed for 2 h
2. 2
   Filtrationa small amount of solid was filtered
3. 3
   OtherThe filtrate was evaporated in vacuo
4. 4
   Otherthe residue was purified
5. 5
   Otherto yield a white solid
6. 6
   OtherThe solid was recrystallized from DCM

Procedure

Racemic 2,3-dihydro-1,4-benzdioxin-2-ylmethylamine (4.4 g, 26 mmol) and sulfamide (5.1 g, 53 mmol) were combined in 1,4 dioxane (100 mL) and refluxed for 2 h. The reaction was cooled to room temperature and a small amount of solid was filtered and discarded. The filtrate was evaporated in vacuo and the residue was purified using flash column chromatography (DCM:Methanol-10:1) to yield a white solid. The solid was recrystallized from DCM to yield the title compound as a white solid.

Source