An innovative and efficient method to synthesize meloxicam in one-step procedure with respect to the green chemistry

An improved procedure for the synthesis of meloxicam drug (methyl 4-hydroxy-2-methyl- 2H -1,2-benzothiazol-2-amine-3-carboxylate 1,1-dioxide) was described in one-step using mainly impregnated montmorillonite K10 (MK10) with ZnCl 2 as a heterogeneous catalyst. This innovative method was compared to...

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Bibliographic Details
Published in:Journal of the Iranian Chemical Society 2019-03, Vol.16 (3), p.501-509
Main Authors: Dufrénoy, Pierrick, Ghinet, Alina, Hechelski, Marie, Daïch, Adam, Waterlot, Christophe
Format: Article
Language:English
Subjects:
Analytical Chemistry
Biochemistry
Chemical Sciences
Chemical synthesis
Chemistry
Chemistry and Materials Science
Environmental impact
Green chemistry
Inorganic Chemistry
Montmorillonite
Organic Chemistry
Original Paper
Physical Chemistry
Zinc chloride
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Summary:An improved procedure for the synthesis of meloxicam drug (methyl 4-hydroxy-2-methyl- 2H -1,2-benzothiazol-2-amine-3-carboxylate 1,1-dioxide) was described in one-step using mainly impregnated montmorillonite K10 (MK10) with ZnCl 2 as a heterogeneous catalyst. This innovative method was compared to the last described procedure employed in the manufacture of this anti-inflammatory drug by means of some metrics used in a first step of the evaluation process of the environmental impact of a chemical transformation. Apart from the yield, which was 90%, atom economy, waste, environmental factor, reaction mass efficiency and stoichiometric factor were calculated as 91.6%, 8.4%, 0, 8.1% and 1%, respectively. Interpretation of these metrics was given and highlighted the fact that the strategy used in the current study may be considered as an environmental-friendly and sustainable method that fits well in the green chemistry concepts.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-018-1525-6