Zur Regioselektivit�t der Umsetzung von Methallylisothiocyanat mit monosubstituierten Hydrazinen

Abstract

Regioselectivity of the Reaction of Methallyl Isothiocyanate with Monosubstituted Hydrazines Methallyl isothiocyanate 1 reacts with substituted aryl hydrazines to 1,4‐ respectively 2,4‐disubstituted thiosemicarbazides 4 and 5 in dependence on the reaction conditions and the nature of the aryl group. The influence of the substituents is discussed. The novel N′‐mono‐ and disubstituted N‐methallylic thioureas 2 and 3 are synthesized.

Reactions of N‐alkenyl Thioureas with p‐alkoxyphenyltellurium Trichlorides

“…Unsaturated thioureas 1 – 5 were synthesized from ammonia, methylamine, or aniline and corresponding alkenyl isothiocyanate in ethanol . The reaction of thioureas 1 – 5 with p ‐alkoxyphenyltellurium trichlorides was carried out in chloroform at room temperature (Scheme ).…”

Methallyl Isothiocyanate

“…Richter and co-workers found that MAITC reacts with substituted arylhydrazines to 1,4-or 2,4-disubstituted thiosemicarbazides, depending on the reaction conditions and the nature of the aryl group. 6 A derivative of methallyl thiosemicarbazide can be used as sensor element suitable for colorimetric detection of anions.…”

“…Richter and co-workers found that MAITC reacts with substituted arylhydrazines to 1,4-or 2,4-disubstituted thiosemicarbazides, depending on the reaction conditions and the nature of the aryl group. 6 A derivative of methallyl thiosemicarbazide can be used as sensor element suitable for colorimetric detection of anions. 7 (B) Derivatization of Heterocycles: Merla and co-workers patented a method for the synthesis of substituted benzo[d]isoxazol-3-yl-N′-methallyl thioureas which exhibit an strong affinity for the KCNQ2/3 K + channel and which are suitable for relieving pain.…”