Reactions of N-(pentafluorophenyl)carbonimidoyl dichloride with fluorinated benzenes in the presence of AlCl3

被引：3

作者：

Petrova, TD ^{[1
]}

Platonov, VE ^{[1
]}

Pokrovskii, LM ^{[1
]}

Rybalova, TV ^{[1
]}

Gatilov, YV ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

来源：

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2002年 / 67卷 / 10期

关键词：

electrophilic aromatic substitutions; Friedel-Crafts reaction; AlCl3; fluorinated benzenes; imidoyl chlorides; azomethines; intramolecular cyclization; 1,2,3,4-tetrahydroquinazoline-2,4-diones;

D O I：

10.1135/cccc20021449

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-( Pentafluorophenyl) carbonimidoyl dichloride (1) reacts, in the presence of excess AlCl3, with fluorinated benzenes containing 1- 5 fluorine atoms in the molecule. With fluoro- and 1,3,5- trifluorobenzene the reaction gives the corresponding imidoyl chlorides and azomethines; at elevated temperatures, azomethines are formed in increased amounts. With 1,2,4,5- tetrafluorobenzene and pentafluorobenzene, intramolecular cyclization, leading to polyfluorinated 1,2,3,4- tetrahydroquinazoline- 2,4- diones 9 is preferred. The side reactions are fluorine substitution with chlorine and formation of 1, 3- bis( pentafluorophenyl) urea (10).

引用

页码：1449 / 1466

页数：18

共 13 条

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