Bisulfite → HCID 20264094, compound

HRID 1154519Notes

Reaction equation

HRID 1154519 reaction equation
[CH2:1]([NH:4][C:5](=[O:11])/[CH:6]=[CH:7]\[C:8]([OH:10])=[O:9])[CH:2]=[CH2:3].[S:12](=[O:15])([OH:14])[O-:13]>O>[C:8]([CH:7]([S:12]([OH:15])(=[O:14])=[O:13])[CH2:6][C:5]([NH:4][CH2:1][CH:2]=[CH2:3])=[O:11])([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 104748BisulfiteHCID 1551409925-02-0

Product 1

HCID 20264094HCID 20264094, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Allylamine reacts readily with maleic anhydride in THF to give N-allylmaleamic acid (VIII) in quantitative yield. VIII reacts with bisulfite in water to form 3-carboxy-3-sulfo-N-allyl propionamide (IX). At 160° C., (IX) cyclolyzes slowly to form N-allyl-sulfo-succinimide (X).

Sources & evidence

ORD record
ord-edf43e089f024aeeb162a30c8bbe113a
Source dataset
uspto-grants-1984_12
Patent number
US04490308

Reaction notes

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