Synthesis and Kinetics of 7-phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester

Chinese Journal of Applied Chemistry ›› 2009, Vol. 26 ›› Issue (08): 890-893.

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Synthesis and Kinetics of 7-phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester

FU De-Cai1*, ZHANG Jing1,2, LI Zhi-Wei1, HA Jing1

(1.College of Chemical and Pharmaceutical Engineering,Hebei University of
Science and Technology,Shijiazhuang 050018;
2.Department of Pharmaceutical Engineering,Hebei Chemical and Pharmaceutical
Vocational Technology College,Shijiazhuang 050026)

Received:2008-08-18 Revised:2008-11-28 Published:2009-08-10 Online:2009-08-10

Abstract

Abstract:

7-Phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester was prepared by reaction of GCLE with pyridine. The reaction process was inspected by HPLC in dichloromethane,acetone, tetrahydrofuran, the mixture of ethyl acetate and DMF. It was determined that the nucleophilic substitution reaction was 2nd order reaction. In a given solvent the rates can be perfectly related with Arrhenius's equation within the experimental temperature of 25℃and 35℃.The activation energy and the preexponential factor according to Arrhenius's equation were gained,and the solvent effects were discussed.The order of the nucleophilicity in different solvents was as follows: the mixture of ethyl acetate and DMF＞dichloromethane＞tetrahydrofuran＞acetone.

Key words: phenylacetamidochloridecephemcarboxylic acid p-methoxybenzyl ester iodid, phenylacetamidopyridiniummethylcephemcarboxylic acid p-methoxybenzyl ester,synthesis,kinetics,solvent effect

CLC Number:

O643

FU De-Cai1*, ZHANG Jing1,2, LI Zhi-Wei1, HA Jing1. Synthesis and Kinetics of 7-phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester[J]. Chinese Journal of Applied Chemistry, 2009, 26(08): 890-893.

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Synthesis and Kinetics of 7-phenylacetamido-3-pyridiniummethylcephem-4-carboxylic acid p-methoxybenzyl ester

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