Acetic Anhydride → HCID 21118929, compound

HRID 1862951Notes

Reaction equation

HRID 1862951 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-4137ce9f9e4f49e4a4261fef36c01beb
Source dataset
uspto-grants-1979_09
Patent number
US04167465

Reaction notes

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