A reinvestigation of the preparation and reaction of ethyl 2-substituted styrl-4-ozoquinazoline-3-(4-benzoates) with hydrazine hydrate. The preparation and reactions of 2-arylsulfonylvinamidinium salt

Abstract

The first part of this report discusses the preparation and reaction of various ethyl 2-substituted styryl-4-oxoquinazoline-3- ( 4-benzoates) with hydrazine hydrate to yield the novel tricyclic compound 2,3-dihydro-2-substituted phenyl-9H-pyrazolo [3,2-b] quinazoline-9-one and not the 2-substituted styryl-3-(4- benzhydrazide)-4-quinazoline as reported earlier. Complete spectral data for these compounds and probable mechanism of formation of these compounds are also included. The second part of this report describes the preparation of 2- pheny ls ulf ony l vinamidini um salt and its reaction with various Grignard reagents to give a convenient one pot synthesis of 1- dimethylamino-2-phenylsulfonyl-4-alkyl substituted-1,3- butadienes in high yield. It also describes the reaction of sodium borohydride with 2-phenylsulfonylvinamidinium salt to give 1, 3- dimethylamino-2-phenylsulfonyl- l-propene and its further reaction with various sulfur nucleophiles. Complete spectral data and the probable mechanism of formation of these compounds are also included.

Notes

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Graduation Date

1989

Semester

Spring

Advisor

Gupton, John T.

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Format

PDF

Pages

103 p.

Language

English

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Identifier

DP0027204

Subjects

Arts and Sciences -- Dissertations, Academic; Dissertations, Academic -- Arts and Sciences

Accessibility Status

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