PHOTOCHEMICAL-SYNTHESIS OF 2-AMINO-1-HYDROXY-9,10-ANTHRAQUINONE-9-ALKYL(ARYL)IMINES

PHOTOCHEMICAL-SYNTHESIS OF 2-AMINO-1-HYDROXY-9,10-ANTHRAQUINONE-9-ALKYL(ARYL)IMINES Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 1993, Volume: 42, Number: 5, Pages: 899-903 Pages count : 5 DOI: 10.1007/BF00698957

Tags

PHOTOCHEMICAL SYNTHESIS; 2-AMINO-1-HYDROXY-9,10-ANTHRAQUINONE-9-ALKYL(ARYL)IMINES; C-13, N-15 NMR

Authors

Mainagashev I.Ya. ¹ , Klimenko L.S. ¹ , Vetchinov V.P. ¹ , Mamatyuk V.I. ¹

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation

Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in formation of the derivatives of 2-amino-1-hydroxy-9,10-anthraquinone-9-alkyl(aryl)imines in a high yield. 2-Amino-1-hydroxy-9,10-anthraquinone-9-alkylimines were shown by C-13 and N-15 NMR to exist predominantly in the enaminoquinoid form whereas 2-amino-1-hydroxy-9,10-anthraquinone-9-arylimines exist in the oxyimine form. Sunlight irradiation of the derivatives of 2-benzoylamino-9,10-anthraquinone-9-alkylimines results in formation of the photocyclization products - 4-benzoylaminoanthra-[9,1-d,e]-1,3-oxasinones-7.

Mainagashev I.Y. , Klimenko L.S. , Vetchinov V.P. , Mamatyuk V.I.
PHOTOCHEMICAL-SYNTHESIS OF 2-AMINO-1-HYDROXY-9,10-ANTHRAQUINONE-9-ALKYL(ARYL)IMINES
Russian Chemical Bulletin. 1993. V.42. N5. P.899-903. DOI: 10.1007/BF00698957 WOS Scopus РИНЦ

Published print:

May 1, 1993

Web of science	WOS:A1993NJ89900029
Scopus	2-s2.0-0009166340
Elibrary	30809792
OpenAlex	W2090251788