Abstract:
Diazines and triazines containing one or two chlorine atoms in position vicinal to ring nitrogen are prepared by reacting the corresponding hydroxy compounds with phosgene at elevated temperature in the presence of a solvent or diluent and in the presence of a compound R1CONR2R3, where R1 p is hydrogen or C1-5 alkyl, R2 is C1-4 alkyl, and R3 is C1-4 alkyl or C6-9 aryl, or R2 and R3 together represent an alkylene group of 2-8 methylene groups, one of which may be replaced by O, or R1 and R3 together represent an alkylene group of 3-7 carbon atoms. Specified R1CONR2R3 compounds are dimethylformamide, diethylformamide, N-methyl-N-butylformamide, N-formyl-pyrrolidine, -piperidine, and -morpholine, N-methylformanilide, N,N- dimethylacetamide, N,N- dimethylbutyramide, N- methylpyrrolidone, N-methylcaprolactam, and N-butylpyrrolidone. Many hydroxy-substituted pyridazines, pyrimidines, quinazolines, pyrazines, quinoxalines, 1,2,4-triazines, and 1,3,5-triazines are listed as suitable reactants; these may contain other substituents, such as halogen atoms, alkyl radicals, and aryl radicals and fused benzene rings which contain further substituents, such as halogen, C1-4 alkoxy, nitro, -COCl, -SO2Cl, N,N-di(C1-3) alkyl sulphonamide, -COOH or -SO3H (these last being converted to -COCl and -SO2Cl during the reaction). Many worked examples are given. Starting materials. 2-Aminobenzamide is reacted with 3- and 4-nitrobenzoyl chloride to produce 2-(m- and p-nitrobenzoylamino)-benzamide, each of which is cyclised using NaOH solution to produce 2-(31- and 41-nitrophenyl)-4-hydroxyquinazoline. 2-Phenyl-4-hydroxy-6-nitroquinazoline is prepared by cyclisation of 2-benzoylamino-5-nitrobenzamide, itself obtained from 2-amino-5-nitrobenzamide and benzoyl chloride. 2-(m-Chlorosulphonylphenyl)- 4,6-dihydroxy-1,3,5-triazine is made by reacting chlorosulphonic acid with 2-phenyl-4,6-dihydroxy-1,3,5-triazine; by reaction with dimethylamine, 2-(m-dimethylaminosulphonylphenyl)- 4,6- dihydroxy-1,3,5-triazine is obtained.
Abstract:
1,164,694. Metalliferous phthalocyanines. BADISCHE ANILIN- & SODA-FABRIK A.G. 2 Feb., 1967 [3 Feb., 1966], No. 5100/67. Heading C4P. Metalliferous phthalocyanines are produced in a process wherein a mixture of phthalonitrile, a metal salt and an inert solvent is heated at 100-170‹ C. until the suspension has passed into solution with the formation of an intermediate product, and the solution is then passed for completion of the reaction into a reactor which has been heated to 190-220‹ C. The metal salt may be of Cu, Al, Fe, V or Mn. The reaction may be carried out in the presence of a nitrogen base or an oxide, oxyacid or salt thereof, halide or carbonyl compound of Ti, Mo or Fe.
Abstract:
The invention comprises dyes of the formula where R is an aliphtic, aromatic, or heterocyclic radical. The compounds are prepared by heating a 1,2-diamino-anthraquinone at 120-180 DEG C. in a solvent with an acid of the formula R-COOH, or an acid halide or ortho ester thereof, or an aldehyde of the formula R-CHO, or an acetal thereof, or with R-CH(hal)2 or R-C(hal)3 where hal is a halogen atom. The reaction may be carried out in the presence of a basic reacting substance.
Abstract:
The invention comprises compounds of the formula wherein R1 is alkyl, aryl, alkoxyl or amino bearing one or two hydroxyalkyl or alkoxy-alkyl radicals, R2 and R3 are H, alkyl, alkoxy-alkyl hydroxyalkyl or form a heterocyclic ring with N, ring A may have halogen, alkyl, alkoxyl, hydroxyl, carbomethoxy, alkylsul-phone or substituted sulphonamido substituents. The compounds are prepared by reacting an azine chloride of the formula with an amine of the formula HN(R2)R3. The compounds may be used to dye polyester or polyamide materials blue.
Abstract:
Highly elastic polyurethane articles are made by reacting, in an inert polar solvent, substantially linear isocyanate modified polyhydroxy compounds of M.W. from about 750 to 6000 and having terminal -NCO groups with dihydrazino compounds of cyclic diazines containing at least two reactive hydrogen atoms and moulding or applying to a substrate while removing the solvent. Hydrazino compounds specified are:-2,4-dihydrazino-6-methyl-m-diazine; 2, 4 - dihydrazino - 5, 6 - tetramethylene-m-diazine; 2,4 - dihydrazino - 6 - benzyl - m-diazine; 2, 4 - dihydrazino - 5 - methyl - 6-phenyl - m - diazine; 2, 4 - dihydrazinoquinazoline; 2, 3 - dihydrazinoquinoxaline and 1, 4-dihydrazinophthalazine. The polar solvent may be dimethyl formamide, dimethyl acetamide, tetramethylenesulphone or tetramethyl urea.