Water → N-dodecylmethanesulfonamide

HRID 1090350Notes

Reaction equation

HRID 1090350 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[CH3:14][S:15](Cl)(=[O:17])=[O:16].C(N(CC)CC)C.O>ClCCl>[CH2:2]([NH:1][S:15]([CH3:14])(=[O:17])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 13583DodecylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 4079648N-dodecylmethanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-aminododecane (5.67 g, 30 mmol), methanesulfonyl chloride (2.52 ml, 32.6 mmol) and triethylamine (4.5 ml, 32.6 mmol) in dichloromethane (30 ml) was stirred at room temperature for 14 hours. The mixture was poured into water and the layers were separated. Evaporation of the dried (magnesium sulfate) organic layer gave a solid, which after trituration with cold hexane gave the title sulfonamide. 1HNMR(CDCl3): 0.92 (t, 3H, J=7.1 Hz), 1.29 (br s, 18H), 1.60 (2H), 2.99 (s, 3H), 3.16 (dd, 2H, J=13.3 Hz, 6.4 Hz) and 4.25 (br, 1H). HRMS exact mass calculated for C13H30NO2 (M+H)+ 264.1997, found 264.1993.

Workup

  1. customthe layers were separated
  2. customEvaporation of the
  3. dry with materialdried (magnesium sulfate) organic layer
  4. customgave a solid, which after trituration with cold hexane

Sources & evidence

ORD record
ord-e66e1b5ad82b4123a30c3b6668365d1c
Source dataset
uspto-grants-1992_01
Patent number
US05081261

Reaction notes

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