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

HRID 1087669Notes

Reaction equation

HRID 1087669 reaction equation
[CH2:1]([NH:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([N+:28]([O-:30])=[O:29])[CH:22]=1)(=[O:20])=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[C:31](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.O>CC(C)=O>[CH3:31][N:17]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[S:18]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([N+:28]([O-:30])=[O:29])[CH:22]=1)(=[O:19])=[O:20]

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 N-hexadecyl-3-nitro-4-chlorobenzenesulfonamide was dissolved in 640 ml of acetone. 79 g of potassium carbonate, 6 ml of polyethylene glycol, and 71 g of dimethyl sulfate were added to the solution. The admixture was heated under reflux for 5 hours. 240 ml of acetone was then added to the reaction system. 870 ml of water was added dropwise to the reaction system at a temperature of 40° C. The reaction system was allowed to cool to room temperature. As a result, crystals precipitated. The crystals were then filtered off, washed with water and methanol, and dried.

Workup

  1. temperatureThe admixture was heated
  2. temperatureunder reflux for 5 hours
  3. customAs a result, crystals precipitated
  4. filtrationThe crystals were then filtered off
  5. washwashed with water and methanol
  6. customdried

Sources & evidence

ORD record
ord-73b509aac1fd4738aaeec8d1f5285f94
Source dataset
uspto-grants-1990_10
Patent number
USH0000830

Reaction notes

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