Sodium 3-nitrobenzenesulfonate → HCID 19774309, compound

HRID 1613697Notes

Reaction equation

HRID 1613697 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-].[CH:16]1([C:22]([O:24][CH2:25][CH2:26][N+:27]([CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([CH2:29][CH2:30][O:31][C:32]([CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)=[O:33])[CH3:28])=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]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].[CH:16]1([C:22]([O:24][CH2:25][CH2:26][N+:27]([CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([CH2:29][CH2:30][O:31][C:32]([CH:34]2[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]2)=[O:33])[CH3:28])=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 31389Sodium 3-nitrobenzenesulfonateHCID 19774311HCID 19774311, compound

Product 1

HCID 19774309HCID 19774309, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 3.38 g (0.015 mol) of sodium m-nitrobenzenesulfonate in 15 ml of water was added to a solution of 7.0 g (0.015 mol) of N,N-bis(2-(cyclohexanonyloxy)ethyl)-N-methylbenzylammonium chloride (prepared as described in Example 23) in 50 ml of water. An oily precipitate immediately formed. The oil was rinsed twice with water, dissolved in methylene chloride, dried over MgSO4 and concentrated. The resultant oil was crystallized with P-513 ligroine and warmed. The crystals were collected, washed with ether, dried and recrystallized from 2-butanone. The yield of product was 2.64 g; mp=123°-4.5° C.

Workup

  1. customAn oily precipitate immediately formed
  2. washThe oil was rinsed twice with water
  3. dissolutiondissolved in methylene chloride
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe resultant oil was crystallized with P-513 ligroine and
  7. temperaturewarmed
  8. customThe crystals were collected
  9. washwashed with ether
  10. customdried
  11. customrecrystallized from 2-butanone

Sources & evidence

ORD record
ord-eb77961b3a6a42349129d3cce8338003
Source dataset
uspto-grants-1993_03
Patent number
US05194472

Reaction notes

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