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

HRID 1460946Notes

Reaction equation

HRID 1460946 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+].COS(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

N-Hexadecyl-3-nitro-4-chlorobenzenesulfonamide (170 grams) was dissolved in 640 ml of acetone. 79 grams of potassium carbonate, 6 ml of poly(ethylene glycol) and 71 grams of dimethylsulfate were added and the mixture was heated under reflux for a period of 5 hours. Acetone (240 ml) was added, 870 ml of water was added dropwise at 40° C. and crystals precipitated out on cooling the mixture to room temperature. The crystals were recovered by filtration, washed with water and methanol, and dried.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for a period of 5 hours
  3. customcrystals precipitated out
  4. filtrationThe crystals were recovered by filtration
  5. washwashed with water and methanol
  6. customdried

Sources & evidence

ORD record
ord-be21a21b5a0543809cc67212913d2f47
Source dataset
uspto-grants-1991_12
Patent number
US05073473

Reaction notes

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