Synthesis and applications of Fe3O4- diisopropylaminoacetamide as a versatile and reusable magnetic nanoparticle supported N,N-diisopropylethylamine equivalent

• Main Authors: Rattanaburi P., Khumraksa B., Pattarawarapan M.
• Format: Journal
• Published: 2017
• Online Access: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84860225048&origin=inward; http://cmuir.cmu.ac.th/jspui/handle/6653943832/42833
• Institution: Chiang Mai University

A magnetic nanoparticle supported N,N-diisopropylaminoacetamide (Fe 3 O 4 -DIPA) was developed for application as a magnetic recoverable, and reusable N,N-diisopropylethylamine equivalent. The Fe 3 O 4 nanoparticles were coated with a silica layer using the sol-gel method, followed by surface modification with 3- aminopropyltriethoxysilane. Subsequent acylation with chloroacetyl chloride and chlorine displacement with diisopropylamine afforded Fe 3 O 4 -DIPA in 90% yield with a loading of 0.96 mmol/g. The applicability of Fe 3 O 4 -DIPA was demonstrated in the synthesis of amine derivatives cv sulfonation, acylation, and N-alkylation reactions. The desired products were obtained in excellent yields and purities after scavenging the residual starting amines by treatment with silica-supported dichlorotriazine. Fe 3 O 4 -DIPA was readily recovered by separation using a magnet and could be reused several times without significant loss of reactivity. © 2012 Elsevier Ltd. All rights reserved.