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

HRID 1709794Notes

Reaction equation

HRID 1709794 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, and 79 g of potassium carbonate, 4006 ml polyethylene glycol, and 71 g of dimethyl sulfate were added thereto, followed by refluxing the mixture for 5 hours under heating. Then, 240 ml of acetone was added thereto, and 870 ml of water was dropwise added thereto at 40° C. Upon cooling the mixture to room temperature, crystals were precipitated. The crystals were collected by filtration, washed with water and methanol successively, and then dried.

Workup

  1. temperatureby refluxing the mixture for 5 hours
  2. temperatureunder heating
  3. customat 40° C
  4. customcrystals were precipitated
  5. filtrationThe crystals were collected by filtration
  6. washwashed with water and methanol successively
  7. customdried

Sources & evidence

ORD record
ord-c69b7ee81b7e422eb5b8f4336ec50070
Source dataset
uspto-grants-1990_08
Patent number
US04950764

Reaction notes

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