Benzenesulfinic acid, sodium salt → HCID 178443462, compound

HRID 1902569Notes

Reaction equation

HRID 1902569 reaction equation
[CH3:1][N:2]=[C:3]([OH:27])[C:4]1[C:5](=[C:9]([S:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:10]=[C:11]([N+]([O-])=O)[CH:12]=1)[C:6]([OH:8])=[O:7].[C:28]1([S:34]([O-:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[Na+]>CN(C=O)C>[CH3:1][N:2]=[C:3]([OH:27])[C:4]1[C:5](=[C:9]([S:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:10]=[C:11]([S:34]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)(=[O:36])=[O:35])[CH:12]=1)[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 2723840Benzenesulfinic acid, sodium saltHCID 178443461HCID 178443461, compound

Product 1

HCID 178443462HCID 178443462, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.0 g (5.28 mmols) of 3-n-decylthio-5-nitrophthalic acid N-methylimide, 1.73 g (10.57 mmols) of sodium phenylsulfinate and 20 ml of DMF are stirred for 17 hours at 120° C. The mixture is concentrated and the residue is taken up in methylene chloride/dilute hydrochloric acid. The organic phases are washed with saturated NaCl solution, dried over sodium sulfate and evaporated. After recrystallisation from cyclohexane, 1.83 g (73% of theory) of the title imide, with a melting point of 86°-88° C., are obtained.

Workup

  1. concentrationThe mixture is concentrated
  2. washThe organic phases are washed with saturated NaCl solution
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customAfter recrystallisation from cyclohexane, 1.83 g (73% of theory) of the title imide
  6. customwith a melting point of 86°-88° C., are obtained

Sources & evidence

ORD record
ord-184522e89a044ee7bbe133152592a671
Source dataset
uspto-grants-1982_12
Patent number
US04363917

Reaction notes

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