Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Patent
1992-07-13
1993-12-28
Bernhardt, Emily
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
548241, 560 30, 568424, 568442, C07D48716
Patent
active
052740927
ABSTRACT:
Novel discogens based on tricycloquinazoline derivatives and methods for their preparation are described. One method for their preparation is to nitrate veratraldehyde and after reducing the resulting nitrate to dimethoxy anthranil to obtain its trimerization thus producing a trisubstituted tricycloquinazoline. Another method is to start with dichlorotoluene and after its nitration to oxidize the nitrate into dichloronitrodiacetoxytoluene, its hydrolysis into benzaldehyde followed by a partial reduction to anthranil and finally by the trimerization of the anthranil to obtain the hexachlorotricycloquinazoline. The novel compounds are useful as fluorescent indicators for high performance oxygen sensors, organic conductors, liquid crystals and polymeric liquid crystals.
REFERENCES:
R. W. Baldwin, et al., "Studies of the Carcinogenic Actions of Tricycloquinazoline", Brit. Journal Cancer, 13, 1959, pp. 94-98.
R. W. Baldwin, et al., "Studies on Tricycloquinazoline Carcinogenesis: Interaction of Carcinogen With Skin Components", Brit. Journal Cancer, 16, 1962, pp. 740-748.
R. W. Baldwin, et al., "Further Studies on the Influence of Peripheral Ring Substitution on the Carcinogenicity of Tricycloquinazoline", Biochemical Pharmacologly, 1965, vol. 14, pp. 323-331.
Fumio Yoneda, et al., "A Novel One-Step Synthesis of Tricycloquinazolines", Chem. Pharm. Bull. 21, (1973) pp. 1610-11611.
K. Butler, et al., J. Chem. Soc. "Cyclic Amidines Part IX. Tricycloquinazoline", pp. 2396-2400, (1959).
Keinan et al., Liquid Crystals 11, pp. 157-173 (Feb. 1992).
Bernhardt Emily
Technion Research & Development Foundation Ltd.
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