Synthesis of tetrachloroisophthalic and-terephthalic aldehydes and stable bis(nitrile oxides) based on them

Synthesis of tetrachloroisophthalic and-terephthalic aldehydes and stable bis(nitrile oxides) based on them Full article

Journal

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

Output data

Year: 1997, Volume: 46, Number: 1, Pages: 101-104 Pages count : 4 DOI: 10.1007/bf02495356

Authors

Belen'kii L.I. ¹ , Gromova G.P. ¹ , Lichitskii B.V. ¹ , Krayushkin M.M. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

A new route for the synthesis of 2,4,5,6-tetrachloroisophthalic and 2,3,5,6-tetrachloroterephthalic aldehydes from the corresponding tetrachlorobenzenes was developed. The method involves dichloromethylation of the initial compounds with chloroform in the presence of aluminum chloride and subsequent hydrolysis of the resulting 1,3-bis(dichloromethyl)-2,4,5,6-tetrachlorobenzene and 1,4-bis(dichloromethyl)-2,3,5,6-tetrachlorobenzene. Stable 2,4,5,6-tetrachlorobenzene-1,3-dicarbonitrile oxide and 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile oxide were obtained for the first time from the above aldehydesvia the corresponding oximes. The products were characterized by IR and13C NMR spectra, and were converted into substituted 1,3- and 1,4-phenylenebis(isoxazolines) using 1,3-dipolar cycloaddition with styrene.

Belen'kii L.I. , Gromova G.P. , Lichitskii B.V. , Krayushkin M.M.
Synthesis of tetrachloroisophthalic and-terephthalic aldehydes and stable bis(nitrile oxides) based on them
Russian Chemical Bulletin. 1997. V.46. N1. P.101-104. DOI: 10.1007/bf02495356 WOS Scopus OpenAlex

≡ Web of science:	WOS:A1997XE63300017
≡ Scopus:	2-s2.0-0031475829
≡ OpenAlex:	W2023641300