NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions

The oxidation of sulfide substrate in one of the synthetic stages of Polmacoxib drug substance has been efficiently performed employing cost efficient NaNO2-HCl reagents in phase transfer catalyst TBAB containing biphasic MDC-Water reaction media at 0-5 °C temperature to afford sulfoxide intermedia...

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Main Authors: Macchindra Kadam, Deepak Nale, Datta Thorat, Venkateswara Rao Vallu, Bollikonda Satyanarayana, Padi Pratap Reddy, Sayujjata R. Vaidya
Format: Article
Language:English
Published: Universidade Federal de Mato Grosso do Sul 2024-12-01
Series:Orbital: The Electronic Journal of Chemistry
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Online Access:https://periodicos.ufms.br/index.php/orbital/article/view/18740
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author Macchindra Kadam
Deepak Nale
Datta Thorat
Venkateswara Rao Vallu
Bollikonda Satyanarayana
Padi Pratap Reddy
Sayujjata R. Vaidya
author_facet Macchindra Kadam
Deepak Nale
Datta Thorat
Venkateswara Rao Vallu
Bollikonda Satyanarayana
Padi Pratap Reddy
Sayujjata R. Vaidya
author_sort Macchindra Kadam
collection DOAJ
description The oxidation of sulfide substrate in one of the synthetic stages of Polmacoxib drug substance has been efficiently performed employing cost efficient NaNO2-HCl reagents in phase transfer catalyst TBAB containing biphasic MDC-Water reaction media at 0-5 °C temperature to afford sulfoxide intermediate (1A) as an only product. The formed products were characterized by techniques such as NMR, MS and IR spectroscopy. To the best of our knowledge, the present work is the first report on utilization of NaNO2/TBAB/HCl catalytic system for the preparation of Polmacoxib stage 1A intermediate. Cost and energy efficiency, use of commercially available catalysts, high yields and purity are merits of the present work.
format Article
id doaj-art-dc63f193754b4f65854c30c29aa89ce9
institution Kabale University
issn 1984-6428
language English
publishDate 2024-12-01
publisher Universidade Federal de Mato Grosso do Sul
record_format Article
series Orbital: The Electronic Journal of Chemistry
spelling doaj-art-dc63f193754b4f65854c30c29aa89ce92025-01-11T14:34:09ZengUniversidade Federal de Mato Grosso do SulOrbital: The Electronic Journal of Chemistry1984-64282024-12-0116410.17807/orbital.v16i4.18740NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions Macchindra Kadam0Deepak Nale1Datta Thorat2Venkateswara Rao Vallu3Bollikonda Satyanarayana4Padi Pratap Reddy5Sayujjata R. Vaidya6Chemical Research and Development, Macleods Pharmaceuticals Ltd., Plot No-124, Road No. 17, MIDC, Marol Industrial Area, Andheri East, Mumbai 400 093, Maharashtra, India.Institute of chemical technologyChemical Research and Development, Macleods Pharmaceuticals Ltd., Plot No-124, Road No. 17, MIDC, Marol Industrial Area, Andheri East, Mumbai 400 093, Maharashtra, India.Chemical Research and Development, Macleods Pharmaceuticals Ltd., Plot No-124, Road No. 17, MIDC, Marol Industrial Area, Andheri East, Mumbai 400 093, Maharashtra, India.Chemical Research and Development, Macleods Pharmaceuticals Ltd., Plot No-124, Road No. 17, MIDC, Marol Industrial Area, Andheri East, Mumbai 400 093, Maharashtra, India.Chemical Research and Development, Macleods Pharmaceuticals Ltd., Plot No-124, Road No. 17, MIDC, Marol Industrial Area, Andheri East, Mumbai 400 093, Maharashtra, India.Department of Chemistry, Vivekanand Arts, Sardar Dalipsingh Commerce and Science college, Samarth Nagar, Aurangabad 431 004, Maharashtra, India. The oxidation of sulfide substrate in one of the synthetic stages of Polmacoxib drug substance has been efficiently performed employing cost efficient NaNO2-HCl reagents in phase transfer catalyst TBAB containing biphasic MDC-Water reaction media at 0-5 °C temperature to afford sulfoxide intermediate (1A) as an only product. The formed products were characterized by techniques such as NMR, MS and IR spectroscopy. To the best of our knowledge, the present work is the first report on utilization of NaNO2/TBAB/HCl catalytic system for the preparation of Polmacoxib stage 1A intermediate. Cost and energy efficiency, use of commercially available catalysts, high yields and purity are merits of the present work. https://periodicos.ufms.br/index.php/orbital/article/view/18740NSAIDsOxidationPharmaceuticalsPhase transfer catalystPolmacoxibProcess chemistry
spellingShingle Macchindra Kadam
Deepak Nale
Datta Thorat
Venkateswara Rao Vallu
Bollikonda Satyanarayana
Padi Pratap Reddy
Sayujjata R. Vaidya
NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
Orbital: The Electronic Journal of Chemistry
NSAIDs
Oxidation
Pharmaceuticals
Phase transfer catalyst
Polmacoxib
Process chemistry
title NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
title_full NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
title_fullStr NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
title_full_unstemmed NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
title_short NaNO2/HCl/TBAB Catalyst: A Controlled Aerobic Oxidation of Sulfide Substrate in the Preparation of Polmacoxib Intermediate Under Mild Conditions
title_sort nano2 hcl tbab catalyst a controlled aerobic oxidation of sulfide substrate in the preparation of polmacoxib intermediate under mild conditions
topic NSAIDs
Oxidation
Pharmaceuticals
Phase transfer catalyst
Polmacoxib
Process chemistry
url https://periodicos.ufms.br/index.php/orbital/article/view/18740
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