skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Preparation of 4-amino-2,4-dioxobutanoic acid

Abstract

A process for synthesizing 4-amino-2,4-dioxobutanoate involves reacting a dialkyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding an alkyl cyano acetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoate. The 4-amino-2,4-dioxobutanoate may be acidified into 4-amino-2,4-dioxobutanoic acid.

Inventors:
; ;
Issue Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1243345
Patent Number(s):
9290443
Application Number:
14/489,329
Assignee:
Los Alamos National Security, LLC (Los Alamos, NM) New Mexico Highlands University (Las Vegas, NM)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
AC52-06NA25396
Resource Type:
Patent
Resource Relation:
Patent File Date: 2014 Sep 17
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Unkefer, Pat J., Martinez, Rodolfo A., and Glass, David R. Preparation of 4-amino-2,4-dioxobutanoic acid. United States: N. p., 2016. Web.
Unkefer, Pat J., Martinez, Rodolfo A., & Glass, David R. Preparation of 4-amino-2,4-dioxobutanoic acid. United States.
Unkefer, Pat J., Martinez, Rodolfo A., and Glass, David R. Tue . "Preparation of 4-amino-2,4-dioxobutanoic acid". United States. https://www.osti.gov/servlets/purl/1243345.
@article{osti_1243345,
title = {Preparation of 4-amino-2,4-dioxobutanoic acid},
author = {Unkefer, Pat J. and Martinez, Rodolfo A. and Glass, David R.},
abstractNote = {A process for synthesizing 4-amino-2,4-dioxobutanoate involves reacting a dialkyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding an alkyl cyano acetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoate. The 4-amino-2,4-dioxobutanoate may be acidified into 4-amino-2,4-dioxobutanoic acid.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2016},
month = {3}
}

Patent:

Save / Share:

Works referenced in this record:

An LFER study of the protolytic equilibria of 4-aryl-2,4-dioxobutanoic acids in aqueous solutions
journal, January 2007


Inhibition of cap (m7GpppXm)-dependent endonuclease of influenza virus by 4-substituted 2,4-dioxobutanoic acid compounds.
journal, December 1994


Synthese von 1.5-Diaza-cyclooctan-dion-(4.8)-dicarbonsäure-(2.6)
journal, April 1954


Utilization of the Amide Groups of Asparagine and 2-Hydroxysuccinamic Acid by Young Pea Leaves
journal, July 1984


Biological functions of proline in morphogenesis and osmotolerance revealed in antisense transgenic Arabidopsis thaliana
journal, April 1999


The Inactivation of Virus in Cultured Shoot Tips of Nicotiana rustica L.
journal, September 1969


Inhibitors of glycolic acid oxidase. 4-Substituted 3-hydroxy-1H-pyrrole-2,5-dione derivatives
journal, May 1983


Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives
journal, August 1983


Synthese von 1.5-Diaza-cyclooctan-dion-(4.8)-dicarbonsäure-(2.6)
journal, April 1954