Reactions of phosphoro(phosphono)isothiocyanatidates and -isothiocyanatidothioates with some protic nucleophiles

Citation
An. Pudovik et al., Reactions of phosphoro(phosphono)isothiocyanatidates and -isothiocyanatidothioates with some protic nucleophiles, RUSS J G CH, 69(12), 1999, pp. 1888-1891
Citations number
6
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
69
Issue
12
Year of publication
1999
Pages
1888 - 1891
Database
ISI
SICI code
1070-3632(199912)69:12<1888:ROPA->2.0.ZU;2-7
Abstract
Addition of protic nucleophiles to phosphoro(phosphono)isothiocyanatidates and -isothiocyanatidothioates is studied. The reactions with aniline and 2- bromoethylamine hydrobromide yield 1,3,4-thiazaphospholines and N-(thio)pho sphorylated 2-imino-1,3-thiazolidines, respectively. The reaction of phosph orylated thiourea with methyl chloroacetate gives 1,3-thiazolidin-4-one. be ta-Aminoethyl mercaptan hydrochloride reacts with phosphoroisothiocyanatida tes and -isothiocyanatidothioates in the presence of triethylamine to form stable phosphorylated ureas.