Aminolysis and Polymerization of 3‐(p‐Toluenesulfonoxy)Hydantoin | Zendy

Zvilichovsky G. | Zendy; Zucker B. | Zendy

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Aminolysis and Polymerization of 3‐(p‐Toluenesulfonoxy)Hydantoin

Author(s) -

Zvilichovsky G.,

Zucker B.

Publication year - 1969

Publication title -

israel journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.908

H-Index - 54

eISSN - 1869-5868

pISSN - 0021-2148

DOI - 10.1002/ijch.196900071

Subject(s) - chemistry , aminolysis , hydantoin , isopropyl , polymerization , triethylamine , organic chemistry , polymer chemistry , polymer , medicinal chemistry , catalysis

Aminolysis of 3‐(p‐toluenesulfonoxy)hydantoin (I) through two alternative routes led to the formation of series of both methylene‐diurea derivatives(II) and ω‐arylsemicarbazido (N‐arylacetamides) (III). 3‐(p‐Toluenesulfonoxy)hydantoin was found to undergo a novel kind of polymerization reaction induced by triethylamine, yielding a new polymer structure which consists of hydantoin groups combined by a hydrazinic linkage. 5‐Isopropyl‐3‐(p‐toluenesulfonoxy) hydantoin (IV) was prepared here from α‐isopropylmalonic acid diethyl ester, via α‐isopropylmalonohydroxamic acid (V); properties of this compound were also studied.

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