학술논문

Reactions of α-Chloro-α-phosphonopropionic Acid Trichloride with Nucleophilic Reagents.
Document Type
Article
Source
Russian Journal of General Chemistry. Aug2020, Vol. 90 Issue 8, p1447-1452. 6p.
Subject
*NUCLEOPHILES
*PROPARGYL alcohol
*THIOUREA
*ALLYL alcohol
*ALCOHOLYSIS
*CHLOROGENIC acid
Language
ISSN
1070-3632
Abstract
Alcoholysis of α-chloro-α-phosphonopropionic acid trichloride with allyl and propargyl alcohols was studied. It was found that the reaction proceeded selectively at the carbonyl carbon atom. The reaction of α-chloro-α-phosphonopropionic acid trichloride with triethyl phosphite yielded α-methyl-β-diethylphosphatovinylphosphonic acid dichloride. A method was proposed for the synthesis of previously unknown phosphonobarbiturates and of a number of other phosphorus-containing heterocycles via the reaction of α-chloro-α-phosphonopropionic acid trichloride with urea or thiourea in the presence of pyridine. In all the cases, complex salts of pyridine with α-chloro-α-phosphonopropionic acid were isolated from the aqueous phase and characterized. The reaction of the trichloride with dimethyl sulfoxide involved its sulfur and oxygen atoms. [ABSTRACT FROM AUTHOR]