Sodium 2,4,6-trinitrobenzenesulfonate → HCID 86740531, compound

HRID 637537Notes

Reaction equation

HRID 637537 reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:12]([O:16][CH2:17][CH:18]([OH:35])[CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([CH2:30][CH2:31][S+:32]([CH3:34])[CH3:33])=[O:29])=[CH:23][CH:22]=1)[CH2:13][CH2:14][CH3:15].[C:36]1([S:51]([O-:54])(=[O:53])=[O:52])[C:47]([N+:48]([O-:50])=[O:49])=[CH:46][C:42]([N+:43]([O-:45])=[O:44])=[CH:41][C:37]=1[N+:38]([O-:40])=[O:39].[Na+]>O>[C:36]1([S:51]([O-:54])(=[O:52])=[O:53])[C:37]([N+:38]([O-:40])=[O:39])=[CH:41][C:42]([N+:43]([O-:45])=[O:44])=[CH:46][C:47]=1[N+:48]([O-:50])=[O:49].[CH2:12]([O:16][CH2:17][CH:18]([OH:35])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([NH:27][C:28]([CH2:30][CH2:31][S+:32]([CH3:33])[CH3:34])=[O:29])=[CH:25][CH:26]=1)[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 517400Sodium 2,4,6-trinitrobenzenesulfonateHCID 10625993HCID 10625993, compound

Product 1

HCID 86740531HCID 86740531, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Dissolved in 5 ml of water was 5.28 g of 2-{4-(3-butoxy-2-hydroxypropoxy)phenylcarbamoyl}ethyldimethylsulfonium p-toluenesulfonate. To the solution was added a solution of 9 g of sodium picrylsulfonate in 10 ml of water. The crystals separating out were filtered off and recrystallized from ethanol, giving 6.50 g of 2-{4-(3-butoxy-2-hydroxypropoxy)phenylcarbamoyl}ethyldimethylsulfonium picrylsulfonate (Compound 15) in 93.5% yield, M.P. 106° to 108° C.

Workup

  1. customThe crystals separating out
  2. filtrationwere filtered off
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-da02d0fab0e14dfa95cb139605ee9fcc
Source dataset
uspto-grants-1985_12
Patent number
US04556737

Reaction notes

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