N-Methylcyclohexylamine → N-cyclohexyl-N-methylethenesulfonamide

HRID 390267Notes

Reaction equation

HRID 390267 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl[CH2:10][CH2:11][S:12](Cl)(=[O:14])=[O:13]>C(Cl)Cl>[CH:3]1([N:2]([CH3:1])[S:12]([CH:11]=[CH2:10])(=[O:14])=[O:13])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 7514N-MethylcyclohexylamineHCID 15385Ethanesulfonylchloride, 2-chloro-

Product 1

HCID 58625116N-cyclohexyl-N-methylethenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
5 °C

Procedure

A mixture of N-methylcyclohexylamine (0.048 mol) and TEA (0.053 mol) in DCM (200 mL) was cooled in an ice bath to 5° C., and then a solution of 2-chloro-ethanesulfonyl chloride (0.048 mol, 97%) in DCM (20 mL) was added dropwise. The reaction mixture was stirred for 2 hours at room temperature and then was washed with H2O. The organic layer was separated, dried (MgSO4), and filtered, and the solvent was evaporated to yield the title compound as a residue.

Workup

  1. washwas washed with H2O
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-fb74971357bc4d2aaff209748951fcd0
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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