Three-component reaction between amines, carbon disulfide and electron-deficient derivatives of chloropyridine or chlorobenzene: synthesis of 3,6-diazaspiro[4.5]deca-2,7,9-trien-6-ium chloride and dithioylcarbamates derivatives

In this study, three-component reaction of some primary and secondary amines with carbon disulfide in the presence of electron-deficient derivatives of chloropyridine or chlorobenzene in the CH 3 CN as a solvent is reported. The reaction of primary amines with carbon disulfide and electron-deficient...

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Bibliographic Details
Published in:Journal of the Iranian Chemical Society 2014-04, Vol.11 (2), p.289-295
Main Authors: Ranjbar-Karimi, Reza, Khajeh-Khezri, Aliyeh, Anary-Abbasinejad, Mohammad
Format: Article
Language:English
Subjects:
Analytical Chemistry
Biochemistry
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
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Summary:In this study, three-component reaction of some primary and secondary amines with carbon disulfide in the presence of electron-deficient derivatives of chloropyridine or chlorobenzene in the CH 3 CN as a solvent is reported. The reaction of primary amines with carbon disulfide and electron-deficient compounds of chloropyridine or chlorobenzene after 6–8 h afforded the three-component addition product. The reaction of secondary amines with carbon disulfide and electron-deficient compounds of chloropyridine or chlorobenzene after 3–4 h afforded the two-component addition product. The product(s) of reactions were purified by recrystallization or column chromatography and their structures were identified by spectroscopy techniques such as 1 H-NMR, 13 C-NMR, IR, UV and elemental analysis. The reactions were carried out under mild conditions and without using a catalyst.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-013-0300-y