Structure of the reaction product of 4-hydroxy-2,3- dioxo-4-phenylbutanoic acid 1,4-lactone with o-phenylenediamine
Document Type
Article
Publication Date
10-1-1985
Abstract
Examination of the structure of the yellow product (5a), obtained by treating 4-hydroxy-2,3-dioxo-4-phenylbutanoic acid 1,4-lactone (4-phenyl-2,3-dioxobutyro-1,4-lactone) with two moles of o-phenylenediamine, by high-resolution 1H-, 13C-, and 15N-n.m.r. spectroscopy, as well as by electron-impact mass spectrometry, confirmed without ambiguity the structure of the product as the quinoxaline amide 5a. When 4-hydroxy-2,3-dioxo-4-phenylbutanoic acid 1,4-lactone is treated with o-phenylenediamine, the Schiff base is first formed, which is then converted into a quinoxaline lactone (6a). The excess of o-phenylenediamine then converted the quinoxaline lactone (6a) into the yellow product (5a). © 1985.
Publication Title
Carbohydrate Research
Recommended Citation
Coxon, B.,
Dahn, H.,
El Khadem, H.,
&
Swartz, D.
(1985).
Structure of the reaction product of 4-hydroxy-2,3- dioxo-4-phenylbutanoic acid 1,4-lactone with o-phenylenediamine.
Carbohydrate Research,
142(1), 1-10.
http://doi.org/10.1016/S0008-6215(00)90728-6
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/7243