Acetic Anhydride → HCID 21118929, compound

HRID 372580Notes

Reaction equation

HRID 372580 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 2 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/0.1 mm. (Compound 1).

Sources & evidence

ORD record
ord-f7702ad60a7a4582b5604b88bf23b4e4
Source dataset
uspto-grants-1978_05
Patent number
US04091223

Reaction notes

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