Formaldehyde → 1,1'-methylenebis(5,5-dimethylimidazolidine-2,4-dione)

HRID 1703755Notes

Reaction equation

HRID 1703755 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[CH2:6]([N:16]1[C:22]([CH3:24])([CH3:23])[C:20](=[O:21])[NH:19][C:17]1=[O:18])[N:7]1[C:13]([CH3:15])([CH3:14])[C:11](=[O:12])[NH:10][C:8]1=[O:9].C=O.[CH3:27][C:28]1(C)NC(=O)N[C:29]1=[O:34]>>[CH2:6]([N:7]1[C:13]([CH3:15])([CH3:14])[C:11](=[O:12])[N:10]([CH2:27][CH:28]2[O:34][CH2:29]2)[C:8]1=[O:9])[N:16]1[C:22]([CH3:24])([CH3:23])[C:20](=[O:21])[N:19]([CH2:1][CH:3]2[O:5][CH2:4]2)[C:17]1=[O:18].[CH2:6]([N:7]1[C:13]([CH3:15])([CH3:14])[C:11](=[O:12])[NH:10][C:8]1=[O:9])[N:16]1[C:22]([CH3:24])([CH3:23])[C:20](=[O:21])[NH:19][C:17]1=[O:18]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 6491DimethylhydantoinHCID 7835EpichlorohydrinHCID 7167651,1'-methylenebis(5,5-dimethylimidazolidine-2,4-dione)

Product 2

HCID 7167651,1'-methylenebis(5,5-dimethylimidazolidine-2,4-dione)HCID 4363652HCID 4363652, compound

Procedure

1,1'-Methylene-bis[3-glycidyl-5,5-dimethylhydantoin] is prepared by the reaction of epichlorohydrin and 1,1'-methylene-bis[5,5-dimethylhydantoin] according to Example 1 of U.S. Pat. No. 3,592,923. 1,1'-Methylene-bis[5,5-dimethylhydantoin] is prepared by the general procedure of Example I of U.S. Pat. No. 3,793,248 using paraformaldehyde and 5,5-dimethylhydantoin.

Sources & evidence

ORD record
ord-fed4719954f84e21ae7d2eb243e57ec6
Source dataset
uspto-grants-1978_11
Patent number
US04125516

Reaction notes

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