Barium thioacetate

Sulphates. — A mixture of 10 cc. of ammonium thioacetate solution with 10 cc. of diluted acetic acid should not immediately be rendered turbid on the addition of barium chloride solution. 

Hughes and his co-workers have examined S-6 participation in carbohydrate derivatives. This type of effect readily occurs in the solvolysis of 5-O-toluene-p-sulfonyl arabinose diethyl thioacetal (65) in aqueous acetone with added barium carbonate as an acid scavenger. Since note has been made earlier of hydroxyl group participation under similar conditions, the S-6 assistance observed in these examples should be quite significant owing to the stronger driving force for sulfur participation. 

Thiamine anhydride (77) is a useful source of sulphur analogues of thiamine. Thus, it reacts with thioacetic acid to give the thiazolinethione (78), which on successive desulphurization by the action of hydrogen peroxide and treatment with barium chloride affords acetylthioethylthiamine (79) hydrolysis finally produces mercaptoethylthiamine (80), the sulphur analogue of thiamine. This is convertible into further derivatives, particularly by replacement of the mercapto-group of the 5-side-chain by amino-, sul-phenyl-, sulphinyl-, and sulphonyl-residues [e.g. (81), (82)]. ... 

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