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):
- 9,290,443
- Application Number:
- 14/489,329
- Assignee:
- Los Alamos National Security, LLC (Los Alamos, NM) New Mexico Highlands University (Las Vegas, NM)
- 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}
}
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