Patent GB-804077-A (GB)
Title: Method for the treatment of hair and dithiocarbamate derivatives therefor
IPC: C07C333/18
Filed: 1956-05-18
Abstract: The invention comprises (1) dithiocarbamates of the formul <FORM:0804077/IV (b)/1> which are prepared by reacting together diisopropanolamine, carbon disulphide and monochloracetic acid or sodium monochloroacetate, respectively; and (2) the detailed preparation of further examples of dithiocarbamates having the formula <FORM:0804077/IV (b)/2> wherein HO-A- indicates an alkanol group derived from an aminoalcohol, R is H or an alkyl or alkanol group, A and R together containing 2 to 6 carbon atoms, R1 is H or methyl, M represents H, mono- or di-valent cations such as Na, K, Ca, Mg, ammonium, alkylammonium or alkanolammonium, x is 0 to 2 and the carboxylic acid residue linked to the sulphur atom contains not more than 4 carbon atoms, which comprises reacting an aliphatic amino alcohol with carbon disulphide and a halogenated aliphatic monocarboxylic acid or a salt thereof, as claimed in the parent Specification.  In the examples thiocarbamates having the above formul  are prepared (1) by reacting carbon disulphide with diisopropanolamine in presence of triethanolamine or ammonium hydroxide and treating the product with ammonium monochloroacetate, ammonium a -bromopropionate, ammonium a -bromobutyrate, ammonium b -chloropropionate, ammonium a -chloropropionate or potassium a -chloropropionate; (2) by reacting carbon disulphide with an excess of diethanolamine and treating the product with ammonium monochloroacetate; (3) by reacting carbon disulphide with an excess of N-ethyl ethanolamine or with N-ethyl ethanolamine in presence of triethanolamine and treating the product with ammonium monochloroacetate; and (4) by reacting carbon disulphide with N-butyl ethanolamine in presence of ammonium hydroxide and treating the product with ammonium monochloroacetate.ALSO:Hair-waving lotions contain as an essential ingredient further examples of dithiocarbamate derivatives obtained by reacting an aliphatic amino alcohol containing 2-6 carbon atoms with carbon disulphide and a halogenated aliphatic monocarboxylic acid containing 2-4 carbon atoms or a salt thereof, according to the parent Specification.  Specified dithiocarbamate derivatives are those having the formul\mg <FORM:0804077/IV (c)/1> and those prepared according to the examples by (1) reacting carbon disulphide with diisopropanolamine in presence of triethanolamine or ammonium hydroxide and treating the product with ammonium monochloracetate, ammonium a -bromopropionate, ammonium a -bromobutyrate, ammonium b -chloropropionate, ammonium a -chloropropionate or potassium a -chloropropionate; (2) reacting carbon disulphide with an excess of diethanolamine and treating the product with ammonium monochloroacetate; (3) reacting carbon disulphide with an excess of N-ethylethanolamine or with N-ethyl ethanolamine in presence of triethanolamine and treating the product with ammonium monochloracetate; and (4) reacting carbon disulphide with N-butyl ethanolamine in presence of ammonium hydroxide and treating the product with ammonium monochloroacetate.  Other specified ingredients are water, ammonium hydroxide, diethanolamine (as hydrochloride), N-ethyl ethanolamine (as hydrochloride), polystyrene resins, alkylated aryl polyether sulphonates and triethanolamine salts of protein condensation products.