Tracing of ethyl 2-acetyl-3-(phenylamino)butanoate intermediates (β-amino ketones) was performed during the course of N-arylpiperidone synthesis by reaction of aromatic amines, acetaldehyde, and ethyl acetoacetate. The structural confinement and stereochemistry of these molecules were explained by use of 2D NMR spectroscopy and X-ray crystallography. © Springer Science+Business Media B.V. 2012.

Sarveswari S

Department of Chemistry

School of Advanced Sciences

Vellore Campus

Vijayakumar V

Rajesh K

Reddy B.P

Balaji G.L

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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VIT University

Research on Chemical Intermediates

Substituted 4-arylamino-1,3-dioxanes were synthesized using a new synthetic protocol of the Prins reaction between aryl amines and acetaldehyde. This one-pot synthesis occurs under catalyst-free conditions in an aqueous medium. By employing condensation of excess acetaldehyde with an aromatic amine in water at 0-5 °C, the corresponding N-aryl-2,6-dimethyl-1,3-dioxan-4-amines are obtained in good yields. Consequently, this is an environmentally benign, simple, efficient, "green" procedure for the preparation of 1,3-dioxanes. © 2015 Springer Science+Business Media Dordrecht.

Simple and efficient synthesis of 4-arylamino-1,3-dioxanes in aqueous medium: a new route for the Prins reaction

The title compound, C14H18BrNO3, adopts an extended conformation, with all of the main-chain torsion angles associated with the ester and amino groups close to trans. In the crystal, inversion dimers linked by pairs of N - H⋯O hydrogen bonds are observed.

Fulltext

Acta Crystallographica Section E Structure Reports Online

Ethyl 2-acetyl-3-(4-bromoanilino)butanoate

The title compound, C14H18ClNO3, adopts an extended conformation, with all of the main chain torsion angles associated with the ester and amino groups trans. In the crystal, inversion dimers linked by pairs of N - H⋯O hydrogen bonds are observed. © Rajesh et al. 2009.

Ethyl 2-acetyl-3-(4-chloroanilino)butanoate

The title compound, C14H19NO3, adopts an extended conformation and forms hydrogen-bonded dimers through intermolecular N-H⋯O interactions. © 2006 International Union of Crystallography All rights reserved.

Ethyl 2-acetyl-3-anilinobutanoate

Tetrahedron Letters

An improved synthesis of N-aryl and N-heteroaryl substituted piperidones

The Journal of Organic Chemistry

The chemistry of benzotriazole. A novel and versatile synthesis of 1-alkyl-, 1-aryl-, 1-(alkylamino)-, or 1-amido-substituted and of 1,2,6-trisubstituted piperidines from glutaraldehyde and primary amines or monosubstituted hydrazines

Journal	Data powered by TypesetResearch on Chemical Intermediates
Publisher	Data powered by TypesetSpringer Science and Business Media LLC
ISSN	0922-6168
Open Access	No