Über N‐Acyl‐imidsäureester, I. N‐Sulfonyl‐iminodithiokohlensäureester und N‐Sulfonyl‐dithiourethane

Abstract

Sulfonamide reagieren mit Schwefelkohlenstoff und Alkali zu Salzen von N-Sulfonyl-iminodithiokohlensauren (1). Deren Alkylierung liefert N-Sulfonyl-dithiourethane 2 oder N-Sulfonyl-iminodithiokohlensaureester 3, die Ausgangsprodukte fur weitere Synthesen sind. Erstmals hergestellt wurden daraus u. a. N-Sulfonyl-senfole 9, N-Sulfonyl-thiocarbamidsaureester 10, 4-Sulfonyl-thiosemicarbazide 13 und S-Alkyl-4-sulfonyl-isothiosemicarbazide 22.

Synthesis and Reactivity of Unsymmetrical S , S ″ -Dialkyl N -(Arenesulfonyl)Carbondithioimidates

“…Unsymmetrical S,S 0 -dialkyl N-(arenesulfonyl)carbondithioimidates 3 were formed either in a one-pot reaction by successive alkylation of disodium salts 2 or by using methyl N-(arenesulfonyl)dithiocarbamates 4 as the starting material [1]. Generally, the latter variant had the preference leading to products with a higher purity and good yields.…”

“…The synthesis of symmetrical S,S 0 -dialkyl N-(arenesulfonyl)carbondithioimidates and their use as building blocks for heterocycles were studied in great detail and complexity [1][2][3][4], whereas unsymmetrically alkylated representatives have rarely been taken into consideration [5,6]. As new building blocks bearing sulfonylimino groups, compounds of the latter type are particularly suitable [7].…”

Synthesis and characterization of gold(III) complexes with dithiocarbimates derived from sulfonamides

“…The N-R-sulfonyldithiocarbimate potassium salts dihydrate (R = Ph, 4-MeC 6 H 4 , 4-ClC 6 H 4 ) were prepared as described in the literature [12,13] and the potassium N-2-methylphenylsulfonyldithiocarbimate dihydrate was analogously prepared [14].…”

“…The former anion has been used, associated with appropriate cations, as building blocks for organic conductors [11]. In this paper, we describe the synthesis of four new compounds: K[Au(C 6 H 5 SO 2 N=CS 2 ) 2 ] (1), K[Au(2-CH 3 C 6 H 4 SO 2 N=CS 2 ) 2 ] (2), K[Au(4-CH 3 C 6 H 4 SO 2 N=CS 2 ) 2 ] (3) and K[Au(4-ClC 6 H 4 SO 2 N=CS 2 ) 2 ] (4), which were characterized by IR, UV-VIS, 1 H-NMR, 13 C-NMR, conductance molar and elemental analyses. These complexes are the first examples of gold(III) complexes of dithiocarbimate derived from sulfonamides.…”

Routes of functionalized guanidines. Synthesis of guanidino diesters

“…S,S-Dimethyl-N-p-toluenesulfonyliminodithiocarbonimidate (3) is smoothly converted to N-p-toluenesulfonylimidocarbonyl chloride (13) upon treatment of a glacial acetic acid solution of 3 with C12. '9 The dichloro compound readily reacts with 2 equiv of an amino ester at room temperature or below.…”