Continuous-Flow Hofmann Rearrangement Using Trichloroisocyanuric Acid for the Preparation of 2-Benzoxazolinone
Guido Gambacorta, Ian R. Baxendale
Abstract
A continuous-flow preparation of 2-benzoxazolinone via the Hofmann rearrangement of salicylamide has been implemented employing trichloroisocyanuric acid as the stable and atom-economic chlorinating agent. The system was optimized to avoid solid accumulation and allow the preparation of hundreds of grams of the pure desired material over a working day. Furthermore, a trichloroisocyanuric acid (TCCA)-based chlorination of 2-benzoxazolone to the corresponding 5-chloro derivative was also carried out under batch conditions.
Topics & Concepts
Trichloroisocyanuric acidSalicylamideChemistryDerivative (finance)Garcinia kolaOrganic chemistryMedicinal chemistryTraditional medicineMedicineFinancial economicsEconomicsOxidative Organic Chemistry ReactionsSynthesis and Catalytic ReactionsInnovative Microfluidic and Catalytic Techniques Innovation