Chemistry: electrical and wave energy – Processes and products
Patent
1985-06-14
1988-01-12
Andrews, R. L.
Chemistry: electrical and wave energy
Processes and products
204 72, 204 74, 204 75, 548496, 548497, 548498, 562774, 562444, 562451, 568771, C25B 300
Patent
active
047189940
ABSTRACT:
A method for perparing hydroxy compounds of the aromatic and heteroaromatic series of the general formula: ##STR1## wherein when R.sub.1 .dbd.--COOH, --CH.sub.2 CH(NH.sub.2)COOH then R.sub.2 .dbd.--OH, --H, --COOH; R.sub.3 .dbd.--H, --OH; R.sub.4, R.sub.5 .dbd.--H with no connecting bond; R.sub.6 .dbd.--OH; and when R.sub.1,R.sub.6,R.sub.3 .dbd.--H, R.sub.2 .dbd.--OH; then R.sub.4 .dbd.>NH; R.sub.5 .dbd.--CR.sub.7 .dbd.CHR.sub.4, where R.sub.7 .dbd.--CH.sub.2 --CH.sub.2 --NH.sub.2, --CH.sub.2 --CH(NH.sub.2)COOH, consists in that aromatic and heteroaromatic compounds of the general formula ##STR2## wherein when R.sub.1 .dbd.--COOH, --CH.sub.2 CH(NH.sub.2)COOH, then R.sub.2 .dbd.--OH, --H, --COOH; R.sub.3 .dbd.--H, --OH; R.sub.4,R.sub.5 .dbd.--H with no connecting bond; and when R.sub.1,R.sub.2,R.sub.3 .dbd.--H, then R.sub.4 .dbd.>NH; R.sub.5 .dbd.--CR.sub.7 .dbd.CHR.sub.4, where R.sub.7 .dbd.--CH.sub.2 --CH.sub.2 --NH.sub.2, --CH.sub.2 --CH(NH.sub.2)COOH. are subjected to hydroxylation in the presence of oxygen, phenazine catalysts of the general formula ##STR3## wherein R is CH.sub.3, ##STR4## styrenedivinylbenzene copolymer X.sup.- .dbd.CH.sub.3 SO.sub.4.sup.-, C.sub.2 H.sub.5 SO.sub.4.sup.-, Cl.sup.-, and a reducing agent performing one-electron reduction of the heterocyclic nitrogen of the phenazinium cycle at a pH of the reaction medium ranging from 2.0 to 5.5, followed by isolation of the desired product.
REFERENCES:
patent: 4137404 (1979-01-01), Batcho et al.
The Enzymes Ed., P. O. Bayuer, vol. XII Third Edition, Acedemic Bess N.J., San Francisco, London (1975) pp. 211-226.
J. Heterocycl. Chemistry, 1979, 16, pp. 1325-1328 by Kunio Saito, et al.
J. Am. Chem. Soc., 1982, 104, pp. 1666-1671 by Helen W. Richter, et al.
J. Am. Chem. Soc., 1983, 105, No. 16, pp. 5434-5440 by Helen W. Richter, et al.
Arens Avgust K.
Grinshtein Voldemar Y.
Ozola Sniedzite A.
Zhagars Andrei K.
Zitsmanis Andris K.
Andrews R. L.
Latviisky Gosudarstvenny Universaitet Imeni P. Stuchki
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