Carbon disulfide reactions

Carbethoxycyclohexanone, 46, 82 2-Carbethoxycyclononanone, 47, 22 2-Carbethoxycyclooctanone, 47, 20 2-Carbomethoxycyclopentanone, conversion to 2-benzyl-2-carbometh-oxycyclopentanone, 45, 8 Carbon disulfide, reaction with /i-chloro-aniline and aqueous ammonia,... 

A thiete intermediate (225a) was proposed in the photochemical reaction of dimethyl acetylenedicarboxylate with 225,and similar intermediates were proposed in the addition of thiones or dithioesters to heteroatom-substituted acetylenes. Thiete 227 was suggested as an intermediate in the reaction of 226 with carbon disulfide. Reactions of aryl vinyl sulfide derivatives (2,4,6-trinitrobenzenesulfonate of a phenylthiovinyl alcohol, a phenacyl derivative )... 

If halogenation is carried out in a solvent of low polarity, such as chloroform, carbon tetrachloride, or carbon disulfide, reaction can be limited to monohalo-genation. For example ... 

Carbon disulfide, reaction with J>-chloro-aniline and aqueous ammonia,... 

Incompatible with strong oxidizers acids, water (slowly decomposes, forming amine and carbon disulfide). Reaction with nitrosating compounds (i.e., nitrogen oxides, nitrosyl chloride, nitrite esters, metal nitrates and nitroso compounds, etc.) can cause the formation of carcinogenic N-nitrosodiethylamine. 

Excellent yields of annelated 4-thioxopyrimidin-2-ones have been obtained by condensing oaminonitriles with carbonyl sulfide (24 hr in boiling etha-nolic sodium ethoxide). Thus, 2-amino-3-cyanothiophene (see 11) gave 4-thioxothieno[2,3-d]pyrimidin-2-one (135), and 3-amino-4-cyanopyrazole (see 15) formed 4-thioxopyrazolo[3,4-rf]pyrimidin-6-one (see 16). The reaction is thought to follow the course of the above carbon disulfide reaction.190... 

Cheng, R, Koyanagi, G.K. and Bohme, D.K. (2006) Carbon disulfide reactions with atomic transition-metal and main-group cations gas-phase room-temperature kinetics and periodicities in reactivity. J. Phys. CherrL A, 110, 2718—2728. 

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