Formaldehyde → 1-Monomethylol-5,5-dimethylhydantoin

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

Reactant 2

HCID 712Formaldehyde2×

HCID 22947DMDM hydantoin

Product 1

HCID 670001-Monomethylol-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
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05252744

Reaction notes

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