Formaldehyde → N-Methylolmaleimide

HRID 1684682Notes

Reaction equation

HRID 1684682 reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH:3]=[CH:2]1.C=O.[C:10](=O)([O-])[O-:11].[Na+].[Na+]>O>[OH:11][CH2:10][N:5]1[C:4](=[O:6])[CH:3]=[CH:2][C:1]1=[O:7]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 10935Maleimide

Product 1

HCID 227678N-MethylolmaleimideYield 18,971.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 9.8 g (0.1 mole) maleimide, 9 ml 37% aqueous formaldehyde and 40 mg sodium carbonate was stirred at room temperature for 1 hour. The mixture was diluted with 30 ml water and the crystals formed (9.1 g N-hydroxymethylmaleimide) were collected by filtration.

Sources & evidence

ORD record
ord-c327091779444e2f89fee3422e55da20
Source dataset
uspto-grants-1997_06
Patent number
US05641856

Reaction notes

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