Preparation of 4-amino-2,4-dioxobutanoic acid
AssigneeLos Alamos National Security, LLC
InventorsPat J. Unkefer, Rodolfo A. Martinez, David R. Glass
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Abstract
A process for synthesizing 4-amino-2,4-dioxobutanoic acid involves reacting diethyl oxalate with sodium ethoxide in ethanol to form a reaction mixture, and afterward adding 2-cyano-3-hydroxy-butenedioate 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 cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with aqueous sodium hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.
Claims3
A process for synthesizing 4-amino-2,4-dioxobutanoic acid, comprising:
- reacting diethyl oxalate with sodium alkoxide in a suitable alcohol solvent form a reaction mixture, and afterward
- adding 2-cyano-3-hydroxy-butenedioate 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,
- isolating said first reaction product of cyano-3-hydroxy-butenedioate,
- reacting said first reaction product of diethyl-2-cyano-3-hydroxy-butenedioate with aqueous sodium hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.
A process for synthesizing 4-amino-2,4-dioxobutanoic acid, comprising:
- reacting diethyl oxalate with sodium ethoxide in a suitable solvent to form a reaction mixture, and afterward
- adding 2-cyano-3-hydroxy-butenedioate to the reaction mixture, and afterward
- extracting the reaction mixture with a suitable organic solvent and water to form an organic layer and an aqueous layer,
- then separating the aqueous layer from the organic layer,
- then acidifying the aqueous layer and extracting the acidified aqueous layer with additional suitable organic solvent to form a second aqueous layer and a second organic layer,
- then combining the combining the first and second organic layers, and
- isolating diethyl-2-cyano-3-hydroxy-butenedioate from the organic layers, then reacting the diethyl-2-cyano-3-hydroxy-butenedioate with aqueous sodium hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.
The process of claim 3, wherein the suitable organic solvent for extracting the reaction mixture is dichloromethane.
Dependencies are inferred from the claim text.