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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محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Alnadeesh, Faten Mohammed Hezam
التنسيق: أطروحة
اللغة:English
منشور في: 2013
الموضوعات:
الوصول للمادة أونلاين:http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf
http://eprints.utm.my/id/eprint/38440/
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spelling my.utm.384402017-09-19T04:13:25Z http://eprints.utm.my/id/eprint/38440/ Synthesis and characterization of several local anaesthetics 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 NonPeerReviewed application/pdf en http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf Alnadeesh, Faten Mohammed Hezam (2013) Synthesis and characterization of several local anaesthetics. Masters thesis, Universiti Teknologi Malaysia, Faculty of Science.
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
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
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
publishDate 2013
url http://eprints.utm.my/id/eprint/38440/1/FatenMohammedHezamMFS2013.pdf
http://eprints.utm.my/id/eprint/38440/
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