Water → 727989-87-9
Reaction equation
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].C(Cl)Cl.C(N(CC)CC)C.[CH3:16][C@H:17]1[O:22][C@@H:21]([CH3:23])[CH2:20][NH:19][CH2:18]1.O>>[CH3:23][C@H:21]1[O:22][C@@H:17]([CH3:16])[CH2:18][N:19]([S:1]([Cl:5])(=[O:3])=[O:2])[CH2:20]1Participants
6
Procedure
To a stirred solution of sulfuryl chloride (0.773 mL, 0.00955 mol) in methylene chloride (2.39 mL, 0.0372 mol) at 0° C. was added a mixture of triethylamine (0.666 mL, 0.00478 mol) and cis-2,6-dimethylmorpholine (0.55 g, 0.0048 mol) at such a rate as to keep the temperature below 20° C. The reaction mixture was stirred at room temperature for 2 h, then poured into iced water (5 g, 0.3 mol) and extracted with dichloromethane. The combined organic layers were washed with 10% HCl, cold water, brine, dried over calcium chloride, evaporated to dryness. The crude sulfamoyl chloride was used directly in next step.
Workup
- customthe temperature below 20° C
- extractionextracted with dichloromethane
- washThe combined organic layers were washed with 10% HCl, cold water, brine
- dry with materialdried over calcium chloride
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-9531897b6f4a44ed94bb6fe5b3584832
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08309718B2
Reaction notes
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