Bromide ion → HCID 73750950, compound

Participants

Reaction Steps

The described compounds are also made by methods A and C, in the first of which, for example, S-(2-aminoethyl)benzothiohydroximic acid is made by reacting 2-aminoethyl chloride or bromide with the sodium salt of benzothiohydroxamic acid in the presence of ethanol, as a solvent. Stoichiometric quantities are employed at room temperature and the reaction takes about three hours. A similar reaction may be effected to produce S-(2-dimethylaminoethyl)benzothiohydroximic acid. The hydrohalide salts are made by reaction of a hydrohalic acid, such as HCl or HBr, with the hydroximic acid compound. Following method C, stoichiometric quantities of benzonitrile and 2-aminoethanethiol are reacted in the presence of an excess of hydrochloric acid in a suitable solvent, such as diethyl ether. The product is then reacted with hydroxylamine to convert it to the thiohydroximic acid. Such a reaction may also be undertaken with the dimethylaminoethanethiol starting material to product S-(2-dimethylaminoethyl)benzothiohydroximic acid hydrochloride. The hydrochloride salts then may be converted to the corresponding thiohydroximic acids by treatment with a stoichiometric quantity of base, e.g., sodium carbonate.

Provenance & Evidence