Diethyl mercaptoacetal

Diethyl mercaptoacetal has been prepared by treating diethyl bromoacetal with potassium hydrosulfide 3 by the reduction of 1,1,11 -tetraethoxyethyl disulfide 3 with lithium aluminum hydride by reduction of 1,1-diethoxyethyl benzyl sulfide,3 41,1,1/,1/-tetraethoxyethyl disulfide,3 and 1,1,1, 1 -tetracthoxyethyl polysulfide 3 with sodium and liquid ammonia. The method described is adapted from the last-named preparation. Dimethyl mercaptoacetal has been prepared by the same methods.3... 

Diethyl mercaptoacetal, 35, 51 Diethyl methylevemalonate, 38, 22 Diethyl methylmalonate, 38, 49 Diethyl methylphosphonate, 31, 34 Diethyl o mtrobenzoylmalonate, 30, 71 Diethyl oxalate, 34, 13, 37, 71 Diethyl phthahmidobutylmalonate, 32, 15... 

Synthesis of Isothiazoles, Isothiazolines, and Isothiazolidines 151 From amidoketones and hydrogen sulphide (Type A C-C-C-N + S) 151 From iminonitriles and mercaptoacetic acid derivatives (Type B C-C-N + S-C) 151 From cyclisation of enaminothiones (Type C N-C-C-C-S) 152 From sulphonamidoacetates and diethyl oxalate (N-S-C + C-C) 152 From ketenes and sulphur di-imides (N-S-C + C-C) 152 Physical Properties of Isothiazoles and Isothiazolines 152 Chemical Properties of Isothiazoles, Isothiazolines, and Isothiazolidines 153... 

The reaction of 2-trifluoromethylchromones with ethyl mercaptoacetate yields dihydrothieno[2,3-c]coumarins diethyl 3,4-dithiaadipate is a by-product indicating a redox process (Scheme 37) <01TL5117>. 

One of the most unexpected reactions of 2-CF3-chromones 130 is the reaction with ethyl mercaptoacetate in the presence of EtsN, which results in 176 and diethyl 3,4-dithiaadipate via redox process. This reaction can be accomplished only with 2-CF3-chromones. Most likely, it starts with the formation of 177, subsequent reductive opening leads to 178 cyclizing to dihydrothienocoumarin 176 [89]. The reaction of alkyl mercaptoacetates with fluorokhellins 131 stops after the formation of prodncts 179. Only under rigorous conditions (sealed tube, 150 °C), norkhellins 131 were converted into 180 [57, 90] (Scheme 58). 

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