5-Substituted phosphonate hydantoins and derivatives thereof

Details 5-Substituted phosphonate hydantoins and derivatives thereof 5-Substituted phosphonate hydantoins and derivatives thereof

1976-06-21

1978-06-06

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

260 2EP, 260 25AJ, 260 457P, 260 458N, 260 775AR, 548309, 548310, 548312, 548313, C07F 965

Patent

active

040938093

ABSTRACT:
Hydantoins of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 8 carbon atoms, R.sub.2 is ##STR2## R.sub.3 is alkyl of 1 to 8 carbon atoms, and X is a straight or branched chain alkylene of 1 to 4 carbon atoms or a straight or branched chain alkylene of 3 to 6 carbon atoms containing an internal carbamido group; or R.sub.1 and R.sub.2 together are Y where Y is a straight or branched chain alkylene of 4 to 8 carbon atoms having a pendant ##STR3## moiety are prepared by reacting first .alpha.,.beta.-unsaturated aldehydes or ketones with alkyl phosphites to form a phosphonate aldehyde or ketone followed by a classical Bucherer hydantoin synthesis.
These compounds are intermediates for the preparation of polyglycidyl compounds useful in making flame-retardant epoxy resins. These hydantoins are also intermediates useful in preparing flame-retardant polyesters and polyurethanes.

REFERENCES:
patent: 3629263 (1971-12-01), Batzer et al.
patent: 3892765 (1975-07-01), Porret et al.
patent: 3946034 (1976-03-01), Porret et al.
patent: 3978076 (1976-08-01), Porret et al.
Porret et al., Chem. Abst. 1974, vol. 80, No. 121680g.
Porret et al., Chem. Abst. 1974, vol. 81, No. 153456a.

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