Synthese von nitro- und aminosubstituierten Thiobenzamiden durch Thiolierungsreaktionen mit elementarem Schwefel unter milden Bedingungen

Synthesis of Nitro- and Amino-Substituted Thiobenzamides by Thiolation Reactions with Elemental Sulfur at Mild Conditions The Synthesis of thiobenzamides 2 – 7 by basecatalyzed thiolation of nitro-benzyl-halides (type 1 ), especially at low temperatures, and the selective synthesis of p- and m-nitro-thio-benzamides ( 2 , 3 ) or p-and m-amino-thiobenzamides ( 5 , 6 ), respectively, are described. o-Nitro-benzylhalides (→ 4 , 7 ) are less reactive than p- and m-nitro-benzylhalides. The reaction of nitrobenzylhalides (type 1 ) with elemental sulfur and amines occuring at low temperatures to give 2 – 4 leads via structures of the type 11 , 15 and 16 .