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

• Main Authors: Parintip Rattanaburi, Bannarak Khumraksa, Mookda Pattarawarapan
• Format: Journal
• Published: 2018
• Subjects: Biochemistry, Genetics and Molecular Biology; Chemistry; Pharmacology, Toxicology and Pharmaceutics
• Online Access: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84860225048&origin=inward; http://cmuir.cmu.ac.th/jspui/handle/6653943832/51396
• Institution: Chiang Mai University

A magnetic nanoparticle supported N,N-diisopropylaminoacetamide (Fe3O4-DIPA) was developed for application as a magnetic recoverable, and reusable N,N-diisopropylethylamine equivalent. The Fe3O4nanoparticles 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 Fe3O4-DIPA in 90% yield with a loading of 0.96 mmol/g. The applicability of Fe3O4-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. Fe3O4-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.