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Ethylene Oxide → 1,3-Bis(2-hydroxyethyl)-5,5-dimethyl-2,4-imidazolidinedione

HRID 1703756
Notes
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Reaction equation

HRID 1703756 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[OH:6][CH2:7][CH2:8][N:9]1[C:15]([CH3:17])([CH3:16])[C:13](=[O:14])[N:12]([CH2:18][CH2:19][OH:20])[C:10]1=[O:11].[CH3:21][C:22]1(C)NC(=O)N[C:23]1=[O:28].C1OC1>>[C:1]([O:5][CH2:7][CH2:8][N:9]1[C:15]([CH3:17])([CH3:16])[C:13](=[O:14])[N:12]([CH2:18][CH2:19][O:20][C:23](=[O:28])[CH:22]=[CH2:21])[C:10]1=[O:11])(=[O:4])[CH:2]=[CH2:3].[OH:6][CH2:7][CH2:8][N:9]1[C:15]([CH3:17])([CH3:16])[C:13](=[O:14])[N:12]([CH2:18][CH2:19][OH:20])[C:10]1=[O:11]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6354Ethylene OxideHCID 6491DimethylhydantoinHCID 6581Acrylic AcidHCID 1178791,3-Bis(2-hydroxyethyl)-5,5-dimethyl-2,4-imidazolidinedione

Product 2

HCID 1178791,3-Bis(2-hydroxyethyl)-5,5-dimethyl-2,4-imidazolidinedione
HCID 170240
2-Propenoic acid, (4,4-dimethyl-2,5-dioxo-1,3-imidazolidinediyl)di-2,1-ethanediyl ester

Procedure

1,3-Bis(2-acryloyloxyethyl)-5,5-dimethylhydantoin is prepared by reaction of acrylic acid and 1,3-bis(2-hydroxyethyl)-5,5-dimethylhydantoin according to Example 4 of U.S. Pat. No. 3,852,302. 1,3-Bis(2-hydroxyethyl)-5,5-dimethylhydantoin is prepared by the reaction of 5,5-dimethylhydantoin and ethylene oxide according to Example C of U.S. Pat. No. 3,629,263.

Sources & evidence

ORD record
ord-cb333e0366bc4066901aa7ac93c1809d
Source dataset
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04125516

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes