13187-62-7

Upstream product

• 79841-66-0 2,3,5-triphenyl-2-trimethylsilyl-2,3-dihydro-1,3,4-thiadiazole 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 100-63-0 phenylhydrazine 
• 98-07-7 Benzotrichlorid 
• 231289-36-4 C,N-Diphenylnitrilimine 
• 79841-55-7 trimethylsilyl phenyl thioketone 
• 100-52-7 benzaldehyde 
• 13437-75-7 N-Phenyl-N'-thiobenzoyl-hydrazin 

Relevant academic research and scientific papers

CHEMISTRY OF SILYL THIOKETONES. Part 6. SYNTHESIS OF 5-MEMBERED SILYL-HETEROCYCLES VIA 1,3-DIPOLAR CYCLOADDITION TO ARYL SILYL THIOKETONES

Aryl silyl thioketones react with 1,3-dipoles (nitriloxides, nitrilimine and nitrile ylide) to give regiospecifically silyl thiaheterocycles.These cycloadducts undergo desilylation leading either to ring fragmentation products or to the H-substituted heterocycles.

Thiadiazoles and Thiadiazolines. Part 1. Reaction of Thiourea and Ethylenethiourea with Chlorodiazabutadienes: a New Route to 4-Amidino-1,3,4-thiadiazolines

1-Chloro-1,4-diaryldiazabutadienes (1) react with thiourea to give hydrochlorides of 4-amidino-2,5-diaryl-Δ2-1,3,4-thiadiazolines from which the corresponding free bases (2) are obtained by treatment with cold alkali.Imidazolidine-2-thione (ethylenethiourea) reacts similarly with the chlorodiazabutadienes (1a,b) to give, after treatment with cold alkali, 4-(4,5-dihydroimidazolin-2-yl)-2,5-diaryl-Δ2-1,3,4-thiadiazolines (6a,b).In the presence of an excess of sodium borohydride the reaction of (1a) with thiourea yielded some N2-benzylthiobenzoylhydrazine (12), compatible with the capture of an intermediate iminium ion.A mechanism is suggested for these reactions.

Silyl Thioketones and Silylated Thiirans

The preparation of silyl thioketones, and their reactions leading to silylated thiirans and other hitherto unknown silylated heterocycles, are reported.