Sodium 3-nitrobenzenesulfonate → HCID 86745755, compound

HRID 1195426Notes

Reaction equation

HRID 1195426 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([O-:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[Na+].[Cl-].[C:16]([O:24][CH2:25][CH2:26][N+:27]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([CH3:29])[CH3:28])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([O-:13])(=[O:11])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:16]([O:24][CH2:25][CH2:26][N+:27]([CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)([CH3:29])[CH3:28])(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 31389Sodium 3-nitrobenzenesulfonateHCID 15611848HCID 15611848, compound

Product 1

HCID 86745755HCID 86745755, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 45.03 g (0.20 mol) of sodium m-nitrobenzenesulfonate in 200 ml of water was added to a solution of 63.97 g (0.20 mol) of N-(benzoyloxyethyl)-N,N-dimethylbenzylammonium chloride (prepared as described in Example 9) in 250 ml of water. An oily precipitate immediately formed. The water was decanted from the oil and fresh water was added. After standing overnight, the oil was taken up in methylene chloride. The water layer was separated and the organic layer was dried over MgSO4 and concentrated to an oil which crystallized. The solid was recrystallized from 2-butanone, collected, washed with ether and dried. The yield of product was 36.0 g; mp=104°-6° C.

Workup

  1. customAn oily precipitate immediately formed
  2. customThe water was decanted from the oil and fresh water
  3. additionwas added
  4. customThe water layer was separated
  5. dry with materialthe organic layer was dried over MgSO4
  6. concentrationconcentrated to an oil which
  7. customcrystallized
  8. customThe solid was recrystallized from 2-butanone
  9. customcollected
  10. washwashed with ether
  11. customdried

Sources & evidence

ORD record
ord-f0bcf2ef54c94c1fabd579d9705312e6
Source dataset
uspto-grants-1992_05
Patent number
US05110977

Reaction notes

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