Patent GB-996240-A (GB)
Title: Triazinylaminostyryl-benzimidazoles and -benzoxazoles
Inventor: SARKAR ASIM KUMAR
IPC: C07D403/12
Filed: 1960-11-16
Abstract: The invention comprises compounds of the general formula <FORM:0996240/C2/1> wherein A represents an oxygen atom or an imino group, R represents identical or different ring substituents which may be hydrogen atoms or non-chromophoric groups, R2 represents a hydrogen atom or a sulphonic acid group and X and Y, which may be identical or different, each represent a halogen atom or the residue of a substituted or unsubstituted aliphatic or aromatic amine, and salts of such compounds which contain a sulphonic acid group. Preferred salts are the alkali metal, ammonium and alkanolamine salts.  Specified values for R are alkyl and alkoxy. X is preferably a group -NHZ in which Z is an alkyl, hydroxyalkyl or aryl group.  Y is preferably an alkanolamine, morpholine, aniline or sulphonilic acid residue. The compounds may be prepared by condensing the corresponding p-nitrobenzaldehyde with a compound of the formula <FORM:0996240/C2/2> followed by reduction of the product to give a compound of the formula <FORM:0996240/C2/3> or this compound may be prepared directly by condensation of the appropriate p-aminobenzaldehyde with a compound of the above formula IV.  The compound of formula III above is then condensed with cyanuric chloride to give a compound of the formula <FORM:0996240/C2/4> which compound may, if desired, be further reacted with a compound HX and, if desired, the resulting product may be reacted with another compound HY which may be the same as, or different from, HX.  The compounds of formula II above are preferably prepared at a temperature slightly below ambient temperature, and the successive reactions with HX and HY generally occur at successively higher temperatures.  In Examples (1) and (3), the preparation of starting materials of formula III above wherein A is -NH- gives rise to the N-acetyl derivatives of the intermediate nitrocompounds, which derivatives are de-acetylated by refluxing with dilute hydrochloric acid. Examples are given.ALSO:The invention comprises compositions containing a detergent of the soap or soapless type, or a washing agent, and, as an optical whitening agent, a compound of the general formula <FORM:0996240/C4-C5/1> wherein A represents an oxygen atom or an imino group, R represents identical or different ring substituents which may be hydrogen atoms or non-chromophoric groups, R2 represents a hydrogen atom or a sulphonic acid group and X and Y, which may be identical or different, each represent a halogen atom or the residue of a substituted or unsubstituted aliphatic or aromatic amine, or salts of such compounds which contain a sulphonic acid group.ALSO:Polyomide and celluloric fibres, in particular, nylon and cotton, are brightened by treatment with compounds, or compositions containing compounds, of the general formula <FORM:0996240/D1-D2/1> wherein A represents an oxygen atom or an imino group, R represents identical or different ring substituents which may be hydrogen atoms or non-chromophoric groups, R2 represents a hydrogen atom or a sulphonic acid group and X and Y, which may be identical or different, each represent a halogen atom or the residue of a substituted or unsubstituted aliphatic or aromatic amine, or salts of such compounds which contain a sulphonic acid group.  The compounds are suitably applied from detergent or acid baths.