2-Bromoethanol → 2-Oxo-1,3-oxazolidine-3-sulfonyl chloride

HRID 1943303Notes

Reaction equation

HRID 1943303 reaction equation
Br[CH2:2][CH2:3][OH:4].[Cl:5][S:6]([N:9]=[C:10]=[O:11])(=[O:8])=[O:7]>ClCCl>[O:11]=[C:10]1[N:9]([S:6]([Cl:5])(=[O:8])=[O:7])[CH2:2][CH2:3][O:4]1

Participants

4

Reactant 2

HCID 108982-BromoethanolHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 112868832-Oxo-1,3-oxazolidine-3-sulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.13 ml of 2-bromoethanol (15.9 mmol, 1.0 eq) in dichloromethane (20 ml) was slowly added to a solution of 2.25 g of chlorosulfonyl isocyanate (15.9 mmol, 1.0 eq) in dichloromethane (100 ml) under argon at 0° C. in such a way that the temperature did not exceed 10° C. After the addition was complete, stirring was continued at 0° C. for 30 min. The product obtained in this way was directly reacted further in the next step.

Workup

  1. customdid not exceed 10° C
  2. additionAfter the addition
  3. customThe product obtained in this way
  4. customwas directly reacted further in the next step

Sources & evidence

ORD record
ord-43ac4355e5da4b9ca373b80ca80f8d56
Source dataset
uspto-grants-2013_03
Patent number
US08389764B2

Reaction notes

Loading…