Patent GB-603102-A (GB)
Title: Manufacture of tertiary mercuri-thioamines and preparations containing them
IPC: C07F3/10
Filed: 1945-07-26
Abstract: Tertiary mercuri-thioamines of the general formula R-Hg-S-R1-A, wherein A represents a dialkylamino group such as dimethylamino, diethylamino or piperidino groups, R represents an alkyl, cycloalkyl, aryl or heterocyclic group such as methyl, ethyl, propyl, methylcyclohexyl, phenyl or pyridyl groups and R1 represents an alkylene or arylene group such as ethylene, propylene or phenylene, are prepared by treating an appropriate organic mercury hydroxide or an organic mercury salt with a thioamine containing the group -S-R1-A, where R1 and A have the significance indicated above. Suitable thioamines are mercaptans or their salts such as dialkylaminoalkylmercaptans or dialkylaminophenylmercaptans, disulphides such as bis-dialkylaminoalkyl disulphides or bis-dialkylaminophenyl disulphides, tertiary thioalkylamines or tertiary dialkylthioanilines.  In examples: (1) ethyl mercury chloride and bromide dissolved in alcohol are treated with caustic soda or sodium and the product reacted with dimethylaminoethyl-mercaptan or bis-dimethylaminoethyl-disulphide respectively to yield ethyl-mercurithioethyl - dimethylamine; (2) ethyl mercury bromide suspended in alcohol, aqueous caustic soda and diethylaminoethylmercaptan hydrochloride are refluxed to yield ethyl-mercurithioethyl-diethylamine; (3), (4) n-propyl-mercurithioethyl-dimethylamine and n-propyl-mercurithioethyl-diethylamine are prepared by reacting n-propyl mercury hydroxide, prepared as in (1), with dimethylaminoethylmercaptan hydrochloride or diethylaminoethylmercaptan hydrochloride; (5) phenyl mercury acetate is treated with aqueous caustic soda and reacted with dimethylaminoethylmercaptan to yield phenyl-mercurithioethyl-dimethylamine; (6) ethyl mercury hydroxide, prepared as in (1) is reacted with p-mercapto-N : N-dimethylaniline to yield p-ethyl-mercurithiodimethylaniline. The following compounds are also mentioned: dodecyl-mercurithioethyldimethylamine, ethyl-mercurithioethyl-piperidine and pyridyl-mercurithioethyl-dimethylamine.  Phenoxy - ethyl - dimethyl - dodecylammonium bromide is prepared by reacting phenoxyethyldimethylamine with dodecyl bromide.  The Specification as open to inspection under Sect. 91 refers to the preparation of mercury compounds of the above general formula by the same method, wherein R and R1 represent organic residues and A represents a tertiary amino group, e.g. R may represent alkyl, cycloalkyl, aryl or heterocyclic groups such as methyl, ethyl, propyl, ethoxyethyl, methylcyclohexyl, phenyl or pyridyl groups, R1 may represent an alkylene, aralkylene or arylene groups such as ethylene, propylene, phenylenemethylene or phenylene groups and A may represent a dimethylamino, diethylamino or a piperidino group.  This subject-matter does not appear in the Specification as accepted.ALSO:Disinfectant or insecticidal compositions contain mercuri-thioamines of the general formula R-Hg-S-R1-A, where A represents a dialkylamine group including a piperidine group, R represents an alkyl, cycloalkyl, aryl or heterocyclic group and R1 represents an alkylene or arylene group, alone or in admixture with a solvent or diluent as solutions, emulsions or dusting powders.  In Example 1, a disinfectant preparation is obtained by agitating ethylmercurithioethyl - dimethylamine and phenoxy ethyl-dimethyl-dodecylammonium bromide, neutralising the resulting solution with acetic acid and adding water.  The Specification as open to inspection under Sect. 91 refers to the use of mercurithioamines of the above general formula in disinfectant and insecticidal compositions, wherein R and R1 represent any organic residue and A represents a tertiary amino group, e.g., in addition to the groups specified above R may represent an ethoxyethyl group and R1 an aralkylene group. This subject-matter does not appear in the Specification as accepted.