scholarly journals Unusual behavior in the reactivity of 5-substituted-1H-tetrazoles in a resistively heated microreactor

2011 ◽  
Vol 7 ◽  
pp. 503-517 ◽  
Author(s):  
Bernhard Gutmann ◽  
Toma N Glasnov ◽  
Tahseen Razzaq ◽  
Walter Goessler ◽  
Dominique M Roberge ◽  
...  
Keyword(s):  
Flow Reactor ◽  
Flow Chemistry ◽  
Water Mixture ◽  
Unusual Behavior ◽  
Reaction Conditions ◽  
High Temperature Reaction ◽  
Continuous Flow Chemistry ◽  
Acetic Acid Water ◽  
Electric Resistance Heating ◽  
General Aspects

The decomposition of 5-benzhydryl-1H-tetrazole in an N-methyl-2-pyrrolidone/acetic acid/water mixture was investigated under a variety of high-temperature reaction conditions. Employing a sealed Pyrex glass vial and batch microwave conditions at 240 °C, the tetrazole is comparatively stable and complete decomposition to diphenylmethane requires more than 8 h. Similar kinetic data were obtained in conductively heated flow devices with either stainless steel or Hastelloy coils in the same temperature region. In contrast, in a flow instrument that utilizes direct electric resistance heating of the reactor coil, tetrazole decomposition was dramatically accelerated with rate constants increased by two orders of magnitude. When 5-benzhydryl-1H-tetrazole was exposed to 220 °C in this type of flow reactor, decomposition to diphenylmethane was complete within 10 min. The mechanism and kinetic parameters of tetrazole decomposition under a variety of reaction conditions were investigated. A number of possible explanations for these highly unusual rate accelerations are presented. In addition, general aspects of reactor degradation, corrosion and contamination effects of importance to continuous flow chemistry are discussed.

scholarly journals Application of Reactor Engineering Concepts in Continuous Flow Chemistry: A Review

2021 ◽  
Author(s):  
Nicole Candice Neyt ◽  
Darren Lyall Riley
Keyword(s):  
Rapid Growth ◽  
Continuous Flow ◽  
Flow Chemistry ◽  
The Past ◽  
Continuous Flow Chemistry

The adoption of flow technology for the manufacture of chemical entities, and in particular pharmaceuticals, has seen rapid growth over the past two decades with the technology now blurring the...

scholarly journals Continuous-flow chemistry in chemical education

2017 ◽  
Vol 7 (3–4) ◽  
pp. 157-158 ◽  
Author(s):  
Daniel Blanco-Ania ◽  
Floris P. J. T. Rutjes
Keyword(s):  
Continuous Flow ◽  
Chemical Education ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry

ChemInform Abstract: Continuous Flow Chemistry: A Discovery Tool for New Chemical Reactivity Patterns.

ChemInform ◽  
2014 ◽  
Vol 45 (44) ◽  
pp. no-no
Author(s):  
Jan Hartwig ◽  
Jan B. Metternich ◽  
Nikzad Nikbin ◽  
Andreas Kirschning ◽  
Steven V. Ley
Keyword(s):  
Continuous Flow ◽  
Chemical Reactivity ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry

Towards 4th industrial revolution efficient and sustainable continuous flow manufacturing of active pharmaceutical ingredients

2022 ◽  
Author(s):  
Cloudius Sagandira ◽  
Sinazo Nqeketo ◽  
Kanysile Mhlana ◽  
Thembela Sonti ◽  
Paul Watts ◽  
...  
Keyword(s):  
Pharmaceutical Industry ◽  
Continuous Flow ◽  
Industrial Revolution ◽  
Flow Chemistry ◽  
Active Pharmaceutical Ingredients ◽  
New Paradigm ◽  
Pharmaceutical Ingredients ◽  
Continuous Flow Chemistry

Continuous flow chemistry has opened a new paradigm in both the laboratory and pharmaceutical industry. This review details the recently reported literature on continuous multistep telescoped synthesis of active pharmaceutical...

scholarly journals The Eschenmoser coupling reaction under continuous-flow conditions

2011 ◽  
Vol 7 ◽  
pp. 1164-1172 ◽  
Author(s):  
Sukhdeep Singh ◽  
J Michael Köhler ◽  
Andreas Schober ◽  
G Alexander Groß
Keyword(s):  
Continuous Flow ◽  
Elevated Temperatures ◽  
Reaction Times ◽  
Coupling Reaction ◽  
Flow Chemistry ◽  
Flow Conditions ◽  
Reaction Conditions ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Reaction Proceeds

The Eschenmoser coupling is a useful carbon–carbon bond forming reaction which has been used in various different synthesis strategies. The reaction proceeds smoothly if S-alkylated ternary thioamides or thiolactames are used. In the case of S-alkylated secondary thioamides or thiolactames, the Eschenmoser coupling needs prolonged reaction times and elevated temperatures to deliver valuable yields. We have used a flow chemistry system to promote the Eschenmoser coupling under enhanced reaction conditions in order to convert the demanding precursors such as S-alkylated secondary thioamides and thiolactames in an efficient way. Under pressurized reaction conditions at about 220 °C, the desired Eschenmoser coupling products were obtained within 70 s residence time. The reaction kinetics was investigated and 15 examples of different building block combinations are given.

scholarly journals Scalable Synthesis of Norbornadienes via in situ Cracking of Dicyclopentadiene Using Continuous Flow Chemistry

2021 ◽  
Author(s):  
Jessica Orrego‐Hernández ◽  
Helen Hölzel ◽  
Maria Quant ◽  
Zhihang Wang ◽  
Kasper Moth‐Poulsen
Keyword(s):  
Continuous Flow ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry ◽  
Scalable Synthesis

4 Practical aspects of performing continuous flow chemistry

2021 ◽  
pp. 145-178
Author(s):  
Kian Donnelly ◽  
Mara Di Filippo ◽  
Cormac Bracken ◽  
Marcus Baumann
Keyword(s):  
Continuous Flow ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry

scholarly journals Catalytic Methods in Flow Chemistry

Catalysts ◽  
2019 ◽  
Vol 9 (8) ◽  
pp. 663
Author(s):  
Christophe Len ◽  
Renzo Luisi
Keyword(s):  
Chemical Synthesis ◽  
Continuous Flow ◽  
Flow Chemistry ◽  
Pharmaceutical Companies ◽  
Enabling Technology ◽  
Continuous Flow Chemistry ◽  
The Way

Continuous flow chemistry is radically changing the way of performing chemical synthesis, and several chemical and pharmaceutical companies are now investing in this enabling technology [...]

scholarly journals Design Space Identification and Visualization for Continuous Pharmaceutical Manufacturing

Pharmaceutics ◽  
2020 ◽  
Vol 12 (3) ◽  
pp. 235 ◽  
Author(s):  
Samir Diab ◽  
Dimitrios I. Gerogiorgis
Keyword(s):  
Design Space ◽  
Flow Chemistry ◽  
Pharmaceutical Manufacturing ◽  
Design And Optimization ◽  
Pharmaceutical Ingredients ◽  
Continuous Pharmaceutical Manufacturing ◽  
Continuous Flow Chemistry ◽  
Material Usage ◽  
Novel Processing ◽  
Insight Into

Progress in continuous flow chemistry over the past two decades has facilitated significant developments in the flow synthesis of a wide variety of Active Pharmaceutical Ingredients (APIs), the foundation of Continuous Pharmaceutical Manufacturing (CPM), which has gained interest for its potential to reduce material usage, energy and costs and the ability to access novel processing windows that would be otherwise hazardous if operated via traditional batch techniques. Design space investigation of manufacturing processes is a useful task in elucidating attainable regions of process performance and product quality attributes that can allow insight into process design and optimization prior to costly experimental campaigns and pilot plant studies. This study discusses recent demonstrations from the literature on design space investigation and visualization for continuous API production and highlights attainable regions of recoveries, material efficiencies, flowsheet complexity and cost components for upstream (reaction + separation) via modeling, simulation and nonlinear optimization, providing insight into optimal CPM operation.

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