Patent GB-875717-A (GB)
Title: New pyrimidines
Inventor: LANGLEY BERNARD WILLIAM
IPC: C07D239/50
Filed: 1958-12-19
Abstract: The invention comprises: pyrimidines of the general formula <FORM:0875717/IV (b)/1> (wherein R represents an amino or alkylamino radical R1 a phenylazo or phenylhydrazo radical and R2 an alkylamino, dialkylamino, hydroxy, alkoxy or cyano radical); the preparation thereof by: (a) (when R2 is alkylamino or dialkylamino) reacting a compound of the general formula <FORM:0875717/IV (b)/2> (wherein X represents a halogen atom) with a mono- or di-alkylamine; (b) (when R2 is hydroxy, alkoxy or cyano) reacting a compound (II) or a compound of the general formula <FORM:0875717/IV (b)/3> (wherein X1- represents a halide anion) with an alkali metal hydroxide, alkoxide or cyanide; (c) (when R2 is hydroxy) hydrolysing a compound (II) or (III) by heating with formic acid); or (d) (when R1 is phenylhydrazo) reducing the corresponding phenylazo compound; and antibacterial compositions containing the products (see Group VI).  According to the Provisional Specification, R represents an amino or substituted amino group (dimethylamino being additionally specified) and R2 a substituted amino group or a hydroxy, alkoxy or cyano group. Pyrimidyltrimethylammonium halides of the general formula (III) above are prepared by reacting compounds (II) with trimethylamine in an inert solvent or diluent.  Specification 854,011 is referred to.ALSO:The invention comprises, inter alia, compounds of the general formula:-  <FORM:0875717/IV(c)/1> (wherein R represents an amino or alkylamino radical, R1 a phenylazo radical and R2 an alkylamino, dialkylamino, hydroxy, alkoxy or cyano radical), and the preparation thereof by:-(a) (when R2 is alkylamino or dialkylamino) reacting a compound of the general formula:-  <FORM:0875717/IV(c)/2> (wherein X represents a halogen atom) with a mono- or di-alkylamine; (b) (when R2 is hydroxy, alkoxy or cyano) reacting a compound (II) or a compound of the general formula:-  <FORM:0875717/IV(c)/3> (wherein X1- represents a halide anion) with an alkali metal hydroxide, alkoxide or cyanide; or (c) (when R2 is hydroxy) hydrolysing a compound (II) or (III) by heating with formic acid. According to the Provisional Specification, R represents an amino or substituted amino group (dimethylamino being additionally specified) and R2 a substituted amino group or a hydroxy, alkoxy or cyano group. Pyrimidyltrimethylammonium halides of the general formula (III) above are prepared by reacting compounds (II) with trimethylamine in an inert solvent or diluent.  Specification 854,011 is referred to.ALSO:Anti-bacterial compositions comprise at least one pyrimidine derivative of the general formula <FORM:0875717/VI/1> (wherein R represents an amino or alkylamino radical, R1 a phenylazo or phenylhydrazo radical and R2 an alkylamino, dialkylamino, hydroxy, alkoxy or cyano radical) in admixture with a non-toxic pharmaceutical diluent or carrier.  They may take the form of powders, tablets, lozenges, gelatin capsules, aqueous or non-aqueous solutions or suspensions, syrups, elixirs, ointments, creams, lotions, pastes or suppositories.  According to the Provisional Specification, R represents an amino or substituted amino group (dimethylamino being additionally specified) and R2 a substituted amino group or an hydroxy, alkoxy or cyano group.  Specification 854,011 is referred to.