Novel spirolactones

Details Novel spirolactones Novel spirolactones

1988-09-16

1990-07-03

Dixon, Jr., William R.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540490, 540491, 540500, 540501, 540502, 540503, 544 2, 544 5, 544 6, 544 65, 544 66, 544 67, 544 71, 544183, 544220, 544230, 546 16, 546 20, 548122, 548123, 548126, 548410, C07D29104, C07D41904

Patent

active

049392514

ABSTRACT:
Novel 1-azaspiro[4.4] lactams are produced by reaction of at least one hydroxy-containing primary amino compound with a 4-ketodiacid compound or a 1,6-dioxaspiro[4.4]lactone. Molar excesses of amion compound result in production of spirodilactams, while limited molar quantities of amino compound results in production of a spirolactam-lactone which reacts further with hydroxy-containing primary amino compound or with hydroxy-free primary amino compound to produce a spirodilactam. Certain of the spirolactams are useful as precursors for glycidyloxy derivatives which react with epoxy curing agents to form insoluble thermoset resins while others are useful as curing agents and yet others are converted to glycidyloxy derivatives useful as reactive diluents in epoxy resin applications.

REFERENCES:
patent: 2817646 (1957-12-01), Payne
patent: 4064086 (1977-12-01), Cowsar et al.
patent: 4584364 (1986-04-01), Lubowitz et al.
Pariza et al., Synthetic Communications, vol. 13(3), pp. 243-254 (1983).
Knowles et al., J. Appl. Polymer Sci., vol. 10(6), pp. 887-888 (1966).
Cava et al., J. Am. Chem. Soc., 77, 6022 (1955).
Cava et al., J. Am. Chem. Soc., 79, 1706-1709 (1956).

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