Acetic Anhydride → HCID 21118929, compound

HRID 128007Notes

Reaction equation

HRID 128007 reaction equation
O[CH2:2][CH2:3][N:4]1[C:10]([CH3:12])([CH3:11])[C:8](=[O:9])[N:7]([CH2:13][CH2:14]O)[C:5]1=[O:6].C(OC(=O)C)(=O)C>N1C=CC=CC=1>[CH3:11][C:10]1([CH3:12])[N:4]([CH:3]=[CH2:2])[C:5](=[O:6])[N:7]([CH:13]=[CH2:14])[C:8]1=[O:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1178792,4-Imidazolidinedione, 1,3-bis(2-hydroxyethyl)-5,5-dimethyl-

Product 1

HCID 21118929HCID 21118929, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Alternatively, 5,5-dimethyl-1,3-divinylhydantoin was prepared by acetylating at 80° C. for two hours 216 grams (1 mole) of 1,3-bis(2-hydroxyethyl)-5,5-dimethylhydantoin with 408 grams (4 moles) of acetic anhydride in the presence of 20 ml. of pyridine to form the corresponding diacetate ester. Pyrolysis of said diacetate ester by passing through a hot tube at 550° C. gave the above product in a 67% yield (at 39% conversion), boiling at 89°-92° C./0.2 mm. (Compound 1).

Sources & evidence

ORD record
ord-e2e93ec2b78a4dfab8db41f7bb71306b
Source dataset
uspto-grants-1981_03
Patent number
US04258149

Reaction notes

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