Synthesis and characterization of several local anaesthetics

Three local anaesthetics, tetracaine, lidocaine and benzocaine were synthesized and characterized. Tetracaine or 2-(diethylamino)ethyl 4-butylaminobenzoate was synthesized using two approaches. The first approach was a direct esterification of 4-butylaminobenzoic acid with 2-(diethylamino)ethanol in...

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Main Author:	Alnadeesh, Faten Mohammed Hezam
Format:	Thesis
Language:	English
Published:	2013
Subjects:	QD Chemistry
Online Access:	http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf
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id	my-utm-ep.38440
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spelling	my-utm-ep.384402017-09-19T04:13:25Z Synthesis and characterization of several local anaesthetics 2013 Alnadeesh, Faten Mohammed Hezam QD Chemistry Three local anaesthetics, tetracaine, lidocaine and benzocaine were synthesized and characterized. Tetracaine or 2-(diethylamino)ethyl 4-butylaminobenzoate was synthesized using two approaches. The first approach was a direct esterification of 4-butylaminobenzoic acid with 2-(diethylamino)ethanol in the presence of boron trifluoride etherate as catalyst to afford 2-(diethylamino)ethyl 4-butylaminobenzoate. The second approach involved two step reactions. Treatment of 4-butylaminobenzoic acid with ethanol in the presence of boron trifluoride etherate afforded ethyl 4-butylaminobenzoate in the first step, followed by, transesterification of ethyl 4-butylaminobenzoate with 2-(diethylamino)ethanol to afford 2-(diethylamino)ethyl 4-butylaminobenzoate in the second step. Lidocaine or 2-(diethylamino)-N-(2,6-dimethylphenyl)acetamide was synthesized from 2,6-dimethylaniline, a-chloroacetyl chloride, diethylamine, with a-chloro-2,6-dimethylacetanilide being intermediate in the synthesis. Benzocaine or ethyl-4-aminobenzoate was synthesized by Fischer esterification of 4-aminobenzoic acid with absolute ethanol. The intermediates and products were characterized by using infrared (IR), proton nuclear magnetic resonance (1H NMR), and carbon nuclear magnetic resonance (13C NMR) spectroscopies. 2013 Thesis http://eprints.utm.my/id/eprint/38440/ http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf application/pdf en public masters Universiti Teknologi Malaysia, Faculty of Science Faculty of Science
institution	Universiti Teknologi Malaysia
collection	UTM Institutional Repository
language	English
topic	QD Chemistry
spellingShingle	QD Chemistry Alnadeesh, Faten Mohammed Hezam Synthesis and characterization of several local anaesthetics
description	Three local anaesthetics, tetracaine, lidocaine and benzocaine were synthesized and characterized. Tetracaine or 2-(diethylamino)ethyl 4-butylaminobenzoate was synthesized using two approaches. The first approach was a direct esterification of 4-butylaminobenzoic acid with 2-(diethylamino)ethanol in the presence of boron trifluoride etherate as catalyst to afford 2-(diethylamino)ethyl 4-butylaminobenzoate. The second approach involved two step reactions. Treatment of 4-butylaminobenzoic acid with ethanol in the presence of boron trifluoride etherate afforded ethyl 4-butylaminobenzoate in the first step, followed by, transesterification of ethyl 4-butylaminobenzoate with 2-(diethylamino)ethanol to afford 2-(diethylamino)ethyl 4-butylaminobenzoate in the second step. Lidocaine or 2-(diethylamino)-N-(2,6-dimethylphenyl)acetamide was synthesized from 2,6-dimethylaniline, a-chloroacetyl chloride, diethylamine, with a-chloro-2,6-dimethylacetanilide being intermediate in the synthesis. Benzocaine or ethyl-4-aminobenzoate was synthesized by Fischer esterification of 4-aminobenzoic acid with absolute ethanol. The intermediates and products were characterized by using infrared (IR), proton nuclear magnetic resonance (1H NMR), and carbon nuclear magnetic resonance (13C NMR) spectroscopies.
format	Thesis
qualification_level	Master's degree
author	Alnadeesh, Faten Mohammed Hezam
author_facet	Alnadeesh, Faten Mohammed Hezam
author_sort	Alnadeesh, Faten Mohammed Hezam
title	Synthesis and characterization of several local anaesthetics
title_short	Synthesis and characterization of several local anaesthetics
title_full	Synthesis and characterization of several local anaesthetics
title_fullStr	Synthesis and characterization of several local anaesthetics
title_full_unstemmed	Synthesis and characterization of several local anaesthetics
title_sort	synthesis and characterization of several local anaesthetics
granting_institution	Universiti Teknologi Malaysia, Faculty of Science
granting_department	Faculty of Science
publishDate	2013
url	http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf
_version_	1747816528978378752

Synthesis and characterization of several local anaesthetics

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