Formaldehyde → 1-(Hydroxymethyl)-5,5-dimethylhydantoin

HRID 1656130Notes

Reaction equation

HRID 1656130 reaction equation
[CH3:1][C:2]1([CH3:13])[N:8]([CH2:9][OH:10])[C:6](=[O:7])[N:5](CO)[C:3]1=[O:4].C=O>>[CH3:1][C:2]1([CH3:13])[N:8]([CH2:9][OH:10])[C:6](=[O:7])[NH:5][C:3]1=[O:4]

Participants

3

Reactant 2

HCID 712Formaldehyde2×HCID 229471,3-Dimethylol-5,5-dimethylhydantoin

Product 1

HCID 670001-(Hydroxymethyl)-5,5-dimethylhydantoin

Procedure

DMDMH is a formaldehyde donor which is the diformylated product of DMH and formaldehyde. MDMH is first formed as an intermediate. MDMH, itself, is a formaldehyde scavenger containing about 19% by weight of bound, but available, formaldehyde. Subsequent reaction of MDMH with formaldehyde yields DMDMH which theoretically contains 31.9% of bound but available, formaldehyde.

Sources & evidence

ORD record
ord-ec907886d0774b019a7b11ecf592ed85
Source dataset
uspto-grants-1993_10
Patent number
US05252744

Reaction notes

Loading…