Water → 4,4'-Sulfinyldianiline

HRID 1596697Notes

Reaction equation

HRID 1596697 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=O)=[O:9])=[CH:4][CH:3]=1.O>CN1C(=O)CCC1>[CH:7]1[C:2]([NH2:1])=[CH:3][CH:4]=[C:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)=[O:9])[CH:6]=1

Participants

4

Reactant 2

HCID 962WaterHCID 2955Dapsone

Product 1

HCID 84024,4'-Sulfinyldianiline

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

At room temperature, 10.85 g (20 mmol) of bis[4-(3,4-dicarboxyphenoxy)phenyl]sulfonic acid dianhydride (SOPOP) was added to a solution of 4.966 g (20 mmol) of bis(4-aminophenyl) sulfone (DDSO) in 68 ml of NMP. The resulting mixture was stirred at room temperature for 10 hours. The reaction mixture was dropwise added to 1.5 liters of water to obtain a polyamic acid (SOPOP/DDSO) as a solid product in a yield of 14.2 g.

Sources & evidence

ORD record
ord-3083d0c282c441c8acffd015e2e54b4e
Source dataset
uspto-grants-2001_09
Patent number
US06291619B1

Reaction notes

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