Patent GB-1451494-A (GB)
Title: Pyrimidyl ans s-triazinyl derivatives
IPC: C07D251/20
Filed: 1973-10-30
Abstract: 1451494 Pyrimidyl and s-triazinyl derivatives SANDOZ Ltd 30 Oct 1973 [3 Nov 1972 18 Dec 1972 12 Jan 1973] 15852/76 Divided out of 1451493 Heading C2C Novel pyrimidyl and s-triazinyl compounds of the formula in which R 4 <SP>11</SP> signifies an unsubstituted alkyl, alkoxy, phenoxy or phenyl radical; an alkyl radical substituted by a chlorine or bromine atom or a hydroxy or alkoxy group; a phenyl radical substituted by up to three substituents selected from the group consisting of chlorine and bromine atoms, hydroxy and alkoxy groups; or a radical of formula in which each of R 30  and R 31 , which may be the same or different, signifies a hydrogen atom; an unsubstituted alkyl or phenyl radical; an alkyl radical substituted by a chlorine or bromine atom or a hydroxy or alkoxy group, preferably by a hydroxy group; a phenyl radical substituted by up to three substituents selected from the group consisting of chlorine and bromine atoms, hydroxy and alkoxy groups, preferably chlorine atoms and more preferably, such phenyl is mono-substituted; or a group of formula R-Y- or R<SP>1</SP>-Z- in which R signifies an unsubstituted alkyl or phenyl radical or an alkyl or phenyl radical substituted by chlorine, bromine, hydroxy or alkoxy, preferably an unsubstituted alkyl or phenyl radical, Y signifies a radical of formula -O-CO- or -SO 2 -, R<SP>1</SP> signifies a hydrogen atom or has one of the significances of R, and Z signifies a radical of formula -CO-, -NR<SP>1</SP>CO- or -NR<SP>1</SP>SO 2 - in which R<SP>1</SP> is as defined above, with the proviso that when one or R 30  or R 31  is a phenyl, substituted phenyl or a group of the formula R-Y- or R<SP>1</SP>-Z-, as defined above, the other has a significance other than phenyl, substituted phenyl, R-Y- or R<SP>1</SP>-Z, any alkoxy groups or alkyl or alkoxy moieties containing 1 to 4 carbon atoms. A signifies a radical of formula (a), (b), (c) or (d) in which each or R 5 , R 6 , R 17 , R 19 , R 20  and R 21 , which may be the same or different, signifies a hydrogen, fluorine, chlorine or bromine atom, a hydroxyl, alkyl, alkoxy, phenoxy or group, in which R 30  and R 31  are as defined above each of R 12  and R 13 , which may be the same or different, signifies a hydrogen atom, an alkoxy, phenoxy or group in which R 30  and R 31  are as defined above and each of R 15  and R 16 , which may be the same or different, signifies a fluorine, chlorine or bromine atom, a hydroxyl, alkyl, alkoxy, phenoxy or group, in which R 30  and R 31  are as defined above with the proviso that (i) when A signifies a radical of formula (a), R 4 <SP>11</SP> signifies an unsubstituted or substituted alkyl or phenyl radical or a  radical, (ii) where A signifies a radical of formula (b), R 4 <SP>11</SP> signifies an alkoxy or phenoxy radical, (iii) where A signifies a radical of formula (c), R 4 <SP>11</SP> signifies an unsubstituted or substituted phenyl radical, and (iv) when A signifies a radical of formula (d), R 4 <SP>11</SP> has a significance other than an unsubstituted or substituted phenyl radical, are prepared by a novel method for the production of compounds of the formula in which R 3  is an optionally substituted striazinyl or pyrimidul radical and R 4  is a phenoxy radical or an optionally substituted alkyl, alkoxy, phenyl or amino radical, either by (a) hydrolytically splitting off an acyl radical of the formula R 4 CO- or R 4 <SP>1</SP>CO- from a compound of the formula wherein R 4 <SP>1</SP> has one of the significancies of R 4 , or (b) reacting a compound of the formula with a compound of the formula R 3 .Hal wherein Hal is chlorine or bromine, in a strongly alkaline medium. The novel compounds are useful as intermediates in the preparation of dyestuffs as described in Specification 1,451,493.