SYNTHESIS OF THE 1,2,4-TRIFLUORO-7-DIETHYLAMINOPHENOXAZINE DERIVATIVES

SYNTHESIS OF THE 1,2,4-TRIFLUORO-7-DIETHYLAMINOPHENOXAZINE DERIVATIVES Full article

Journal

IZVESTIYA SIBIRSKOGO OTDELENIYA AKADEMII NAUK SSSR SERIYA KHIMICHESKIKH NAUK
ISSN: 0002-3426

Output data

Year: 1990, Number: 4, Pages: 33-40 Pages count : 8

Authors

Kolchina E.F. ¹ , Kargapolova I.Yu. ¹ , Gerasimova T.N. ¹

Affiliations

1	Institute of Organic Chemistry, Siberian Division of the USSR Academy of Sciences, Novosibirsk USSR

3-X-1,2,4-trifluoro-7-diethylamino-N-acetylphenoxazines (VII, X = F, Cl, H, Ph) have been obtained by cyclization of 4-X-2,3,5,6-tetrafluoro-2'-acetylamino-5'-diethylaminodiphenyl ethers (VI) with Smiles rearrangement. The compounds (VI) were prepared by a route involving synthesis of 4-X-2,3,5,6-tetrafluoro-3'-diethylaminodiphenyl ethers (III), nitrosation (nitration) of (III) and reductive acetylation of the resulting polyfluoro-2'-nitroso(nitro)-5'-diethylamino derivatives. Compounds (VII) were transformed to 3-X-1,2,4,-trifluoro-7-diethylaminophenoxazines (I) isolated as the hydrochlorides. Oxidation of 1,2,3,4-tetrafluoro-7-diethylaminophenoxazine leads to the formation of 1,2,4-trifluoro-7-diethylaminophenoxazinone-3, which shows the batochromic shift in the absorption and fluorescence spectra compared to those of non-fluorinated analogue.

Kolchina E.F. , Kargapolova I.Y. , Gerasimova T.N.
SYNTHESIS OF THE 1,2,4-TRIFLUORO-7-DIETHYLAMINOPHENOXAZINE DERIVATIVES
IZVESTIYA SIBIRSKOGO OTDELENIYA AKADEMII NAUK SSSR SERIYA KHIMICHESKIKH NAUK. 1990. N4. P.33-40. WOS

Web of science

WOS:A1990FF33200003