Rapid access to novel 2-alkylthiopyrimidine derivatives and attempt of their Tacrine analogs synthesis
A variety of novel 2-alkylthiopyrimidines were synthesized through simple condensation of arylidenemalononitriles with different 2-alkylthiouronium halide derivatives catalyzed by anhydrous potassium carbonate (K2CO3). The reactions have been carried out under mild conditions in i-PrOH, and the products were obtained in moderate to good yields with a simple work-up method. Subsequently, some examples of these compounds have been converted into Tacrine analogs by applying the Friedl?nder reaction.
Tert -Butyl Hypochlorite Mediated Oxidative Chlorination of S -Alkylisothiourea Salts: Synthesis of Sulfonyl Chlorides
Under neutral conditions, a variety of S-alkylisothiourea salts were smoothly converted into the corresponding sulfonyl chlorides through tert-butyl chlorite mediated oxidative chlorination in good to excellent yields after simple purification. In addition to the environmental and procedural advantages of this method, the neutral conditions potentially make it applicable to substrates that bear acid-sensitive functional groups. For example, the Cbz-protected 2-aminoethanesulfonyl chloride could be synthesized in moderate to good yields under the current neutral conditions, and the acid-sensitive Cbz-protecting group was not affected.
Qiu, Kui,Wang, Rennan
p. 3186 - 3190
(2015/10/19)
Clean and economic synthesis of alkanesulfonyl chlorides from S-alkyl isothiourea salts via bleach oxidative chlorosulfonation
A simple procedure for clean and economic synthesis of alkanesulfonyl chlorides via bleach-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts is disclosed. This procedure is environment- and worker-friendly with the advantages of readily accessible materials and reagents, simple and safe operations, easy purification without chromatography, and affords high yields of up to 99%.
Yang, Zhanhui,Zhou, Bingnan,Xu, Jiaxi
p. 225 - 229
(2014/03/21)
SYNTHESIS OF MONO(ALKYLTHIO)-SUBSTITUTED KETONES
In the reaction of 2-propanone in the presence of sodium bicarbonate with a mixture of formaldehyde and the corresponding alkaline hydrolyzates of S-alkylthiuronium salts (thioalcoholates) β-keto sulfides (1-alkylthio-3-butanones) were obtained.Ketalization of the products with glycerol gave the cyclic derivatives alkylthio-1,3-dioxolanes.
Sabirov, S. S.,Gnevasheva, L. M.,Ismailov, M. I.,Isobaev, M. D.
p. 1239 - 1243
(2007/10/02)
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