A Study of a Ring Formation Via a Nitrenium Ion Intermediate

Author

Ataolah Shirazi, Fort Hays Kansas State College

Department

Chemistry

Degree Name

Master of Science (MS)

Abstract

This research involved an attempt to synthesize 3,4-dihydrocarbostyril by electrophilic substitution involving a nitrenium ion. Preparation of 3,4-dihydrocarbostyril was reported in 1937, having been synthesized by the Schmidt reaction using 1-indanone and hydrazoic acid in sulfuric acid-benzene solution. Cyclization of N-bromohydrocinnamamide has been investigated using silver nitrate in 9.5% ethanol, and silver acetate in glacial acetic acid: both gave unsatisfactory results. When a solution of silver tetrafluoroborate in nitromethane reacted with N-bromohydrocinnamamide, the product obtained did show substantial evidence by infrared, nuclear magnetic resonance and mass spectrometry that the desired product was formed.

Keywords

Chemistry

Advisor

Dr. Robert L. Dressler

Date of Award

Summer 1976

Document Type

Thesis - campus only access

DOI

10.58809/JNBT4844

Recommended Citation

Shirazi, Ataolah, "A Study of a Ring Formation Via a Nitrenium Ion Intermediate" (1976). Master's Theses. 1638.
DOI: 10.58809/JNBT4844
Available at: https://scholars.fhsu.edu/theses/1638

Rights

© The Author(s)

Comments

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