MICROWAVE ASSISTED FACILE CLEAVAGE OF OXIMES BY POLY[4-VINYL-N,N¢-DICHLOROBENZENESULPHONAMIDE]

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KHAZAEI A.; GHORBANI VAGHEI R.; MALAKPOUR SH.

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Journal: Iranian Polymer Journal Year:2003 | Volume:12 | Issue:2 Page(s): 115-118

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Information Journal Paper

Title

MICROWAVE ASSISTED FACILE CLEAVAGE OF OXIMES BY POLY[4-VINYL-N,N¢-DICHLOROBENZENESULPHONAMIDE]

Author(s)

KHAZAEI A. | GHORBANI VAGHEI R. | MALAKPOUR SH. | Issue Writer Certificate

Keywords

MICROWAVEQ4

POLYMERIC REAGENTSQ4

CLEAVAGEQ4

SYNTHESISQ4

KETONESQ4

ALDEHYDESQ4

Abstract

The main objective of this research was preparation of polymeric compound that to be able to deoximate the ketone and aldehyde oximes to their corresponding carbonyl compounds. In this work poly[4-vinyl-N,N'-dichlorobenzenesulphonamide] (I) was prepared and used as reagent for deoximation of keto and aldoximes. The first step of this work involved the preparation of polymeric reagent. Poly[4-vinyl-N,N'-dichlorobenzenesulphonamide] was prepared by the reaction of sodium p-styrenesulphonate with PCl5 and ammonia, polymerization with AIBN, and then chlorination with Cl2(g) to yield the corresponding chlorinating polymer in excellent yield as a semi-solid, which was identified by 1H NMR and IR spectroscopy. This material proved to be a very powerful chlorinating agent and was found to be easily recovered, regenerated and reused. This polymeric reagent was used for oxidation of aldehyde and ketone oximes to their corresponding carbonyl compounds under MICROWAVE irradiation. For this purpose a mixture of oximes, CCl4 and poly[4-vinyl-N,N'-dichlorobenzenesul-phonamide] were used and then irradiated in a domestic MICROWAVE oven at a power output of 700 W for the appropriate time. Since this polymer reagent (I) contains two chlorine atoms which are attached to nitrogen atom it is very possible that this reagent upon heating or under MICROWAVE irradiation release in situ Cl+ which could act as an electrophilic species

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APA: Copy

KHAZAEI, A., GHORBANI VAGHEI, R., & MALAKPOUR, SH.. (2003). MICROWAVE ASSISTED FACILE CLEAVAGE OF OXIMES BY POLY[4-VINYL-N,N¢-DICHLOROBENZENESULPHONAMIDE] . IRANIAN POLYMER JOURNAL (ENGLISH), 12(2), 115-118. SID. https://sid.ir/paper/85876/en

Vancouver: Copy

KHAZAEI A., GHORBANI VAGHEI R., MALAKPOUR SH.. MICROWAVE ASSISTED FACILE CLEAVAGE OF OXIMES BY POLY[4-VINYL-N,N¢-DICHLOROBENZENESULPHONAMIDE] . IRANIAN POLYMER JOURNAL (ENGLISH)[Internet]. 2003;12(2):115-118. Available from: https://sid.ir/paper/85876/en

IEEE: Copy

A. KHAZAEI, R. GHORBANI VAGHEI, and SH. MALAKPOUR, “MICROWAVE ASSISTED FACILE CLEAVAGE OF OXIMES BY POLY[4-VINYL-N,N¢-DICHLOROBENZENESULPHONAMIDE] ,” IRANIAN POLYMER JOURNAL (ENGLISH), vol. 12, no. 2, pp. 115–118, 2003, [Online]. Available: https://sid.ir/paper/85876/en

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