Water → 4-chloro-N-hexadecyl-N-methyl-3-nitrobenzenesulfonamide

HRID 2165035Notes

Reaction equation

HRID 2165035 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:28]([O-:30])=[O:29].[C:31](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.O>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:31])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])(=[O:9])=[O:10])=[CH:4][C:3]=1[N+:28]([O-:30])=[O:29]

Participants

6

Reactant 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 14324551HCID 14324551, compound

Product 1

HCID 41628334-chloro-N-hexadecyl-N-methyl-3-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

170 g of 4-chloro-3-nitro-N-hexadecylbenzenesulfonamide was dissolved in 640 ml of acetone, then 79 g of potassium carbonate, 6 ml of polyethylene glycol 400 and 71 g of dimethyl sulfate were added and the reaction mixture was heated for 5 hours under reflux. 240 ml of acetone was added thereto, then 870 ml of water was added dropwise at 40° C., and when the reaction mixture was cooled to room temperature, crystals precipitated out. The crystals were filtered, washed with water and then with methanol and dried.

Workup

  1. temperaturethe reaction mixture was heated for 5 hours
  2. temperatureunder reflux
  3. customcrystals precipitated out
  4. filtrationThe crystals were filtered
  5. washwashed with water
  6. dry with materialwith methanol and dried

Sources & evidence

ORD record
ord-35262baec4cc42ada3b3aea1a3e99fca
Source dataset
uspto-grants-1990_07
Patent number
US04939066

Reaction notes

Loading…