Reaction of Diphenylphosphinal Formic Acid Hydrazide with Isothiocyanates

Reaction of Diphenylphosphinal Formic Acid Hydrazide with Isothiocyanates Full article

Journal

Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350

Output data

Year: 2023, Volume: 93, Number: S2, Pages: S463-S471 Pages count : DOI: 10.1134/s1070363223150070

Authors

Isaeva A.O. ¹ , Krutov I.A. ¹ , Burangulova R.N. ¹ , Komunarova D.K. ¹ , Samigullina A.I. ² , Gavrilova E.L. ¹

Affiliations

1	Kazan National Research Technological University, 420015, Kazan, Russia
2	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 119991, Moscow, Russia

A new method has been proposed for the synthesis of diphenylphosphinylformic acid hydrazide based on the reaction of phosphine oxide and trimethylchlorosilane in the presence of a tertiary amine, followed by the reaction with chloroformic acid ester and then hydrazine hydrate. The hydrazide fragment was modified into a thiosemicarbazide fragment by reacting diphenylphosphinylformic acid hydrazide with organic isothiocyanates. It was found that in an aqueous alkaline medium, thiosemicarbasides do not heterocyclize to 1,2,4-triazole-3-thiones, as expected. As a result of the P–C bond rupture, diphenylphosphinic acid and 5-thioxo-1,2,4-triazolidin-3-ones are formed.

Isaeva A.O. , Krutov I.A. , Burangulova R.N. , Komunarova D.K. , Samigullina A.I. , Gavrilova E.L.
Reaction of Diphenylphosphinal Formic Acid Hydrazide with Isothiocyanates
Russian Journal of General Chemistry. 2023. V.93. NS2. P.S463-S471. DOI: 10.1134/s1070363223150070 WOS Scopus OpenAlex

Web of science:	WOS:001140106100006
Scopus:	2-s2.0-85181971017
OpenAlex:	W4390710948

DB	Citing
OpenAlex	2
Scopus	2
Web of science	1