Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Studies on Derivatives of N-Substituted Benzene-Sulf onyl Carbamic acid. II.
New Synthesis of N-Substituted Benzene-Sulfonyl-N-alkyl-Chloroformamidines.
Tsutomu KODAMAKin UEHARAKatsukuni HISADAShigekazu SHINOHARA
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1966 Volume 24 Issue 9 Pages 778-781

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Abstract
It was found that N-tosyl-N'-butyl-S-methylisothiourea reacted with phosphorus pentachloride to give the corresponding chlorof ormamidine, phosphorus trichloride, and methyl chloride. When the phosphorus pentachloride was replaced by chlorine, chlorof ormamidine and other product, presumably methyl sulf onyl chloride, were formed. N-Tosyl-N'-butylthiourea, upon treatment with chlorine, also gave the correspo-nding chlorof ormamidine and sulfur dichloride. By means of such reactions, N-p-chlorobenzenesulfonyl-N '-propyl-chloroformamidine was synthesized in a good yield. The chloroformamidines so obtained could readily be converted into the corres-ponding ureas, O-methylisoureas, and guanidines.
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© The Society of Syhthetic Organic Chemistry, Japan
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