Florida State University Research Foundation, Inc.

Cornell University

Virginia Commonwealth University

D Tyler McQuade

Matthew D Rexford

Hershel H Lackey

Jin Kyoon Park

Frank B Gupton

Ashley R Longstreet

Muris Kobaslija

Andrew Bogdan

Suzanne M Opalka

Sarah Lihoa Poe

A method of making a 2-halonicotinonitrile comprises reacting an alkylidene nitrile with a C1-compound in an organic solvent and a dehydrating agent. The dehydrating agent substantially retards dimerization of the alkylidene nitrile during the reaction. The enamine intermediate that forms from the reaction is cyclized using a halide donor to make the 2-halonicotinonitrile.

Methods of making 2-halonicotinonitriles

The present invention provides a catalyst complex or ligand, and compositions thereof, for use in a variety of organic reactions having high reactivity and enantioselectivity. The catalyst is a N-heterocyclic carbene having three fused rings with first and second rings being six-membered rings and the third being a five-membered ring. The first ring is fused to the second and has four substituents. The second ring has two nitrogens flanking a carbene atom with one nitrogen bound to a substituent. The carbene atom may optionally be bonded to a metal. The third ring is fused to the second ring and contains two nitrogens. The third ring of the catalyst has a double bond and two substituents on adjacent non-fused carbons. A non-fused nitrogen of the third ring is partially bonded to another substituent. Methods for the synthesis and use of the catalyst embodiments of the present invention are also provided.

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A multi-step method for the continuous synthesis of ibuprofen or a synthetic precursor of ibuprofen is provided that does not require any intermediate purification or isolation steps and uses reagents compatible with downstream reactions. According to some embodiments, a method is provided wherein isobutylbenzene and a propionyl compound may be converted into a first product in a first Friedel Crafts acylation reaction. The first product may then be converted into a second product in a 1,2-aryl migration reaction. Finally, the second product may be converted into ibuprofen in a hydrolysis reaction. The present invention also provides a method wherein only the first and second reaction steps or only the second and third reaction steps are performed. An apparatus is also provided having two or more microreactors and two or more junctions in particular arrangements for the synthesis of ibuprofen or a synthetic precursor of ibuprofen.

Method and apparatus for continuous flow synthesis of ibuprofen

A removable, colored X-alginate coating composition includes an aqueous solution of sodium alginate including a colorant and an aqueous solution containing divalent cations. The applied coating composition may be in the form of a thin film coating having a thickness of 10 nanometers or more and may include more than a single layer. The X-alginate coating composition is substantially removable from the application surface on-demand using a suitable chelator. A reversible, colored X-alginate coating system includes a colored X-alginate coating composition and a colored X-alginate coating composition remover. The remover may be a chelator. A method for reversibly coloring a surface includes applying an aqueous solution of sodium alginate including a colorant onto the surface and applying an aqueous solution containing divalent ions onto the surface. Water may subsequently be applied to the coated surface as a final washing step.

Removable coating and application method

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Tallahassee, FL, United States of America

D Tyler McQuade