Benzenesulfinic acid, sodium salt → HCID 178443462, compound

HRID 1633427Notes

Reaction equation

HRID 1633427 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-a3a3fd2bfb6b429f926989f696706015
Source dataset
uspto-grants-1984_10
Patent number
US04480105

Reaction notes

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