4-Methoxy-N, 6-dimethyl-1,3,5-triazin-2-amine
English Synonyms 2-METHYLAMINO-4-METHYL-6-METHOXY-1,3,5-TRIAZINE; 2-METHOXY-4-METHYL-6- (METHYLAMINO) -1,3,5-TRIAZINE; 2-AMINO-4-METHYL-6-METHOXY (N-METHYL) -1,3,5-TRIAZINE; 5-triazin-2-amine; 4-METHOXY-N, 6-DIMETHYL-1,3,5-TRIAZIN-2-YLAMINE; N, 6- DIMETHYL-4-METHOXY-1,3,5-TRIAZIN- YLAMINE; 5-triazin-2-amine, 4-methoxy-n, 6-dimethyl-3
CAS number: 5248-39-5
Molecular formula: C6H10N4O
Molecular weight: 154.17
EINECS No. 401-360-5
Related Categories: Building Blocks; Heterocyclic Building Blocks; Triazines; Herbicide Intermediates; Sulfonylurea Herbicides; Pesticide Intermediates; Triazines; Heterocyclic Building Blocks; Organic Building Blocks
Mol file: 5248-39-5.mol
2-methyl-4-methylamino-6-methoxy-s-triazine
2-methyl-4-methylamino-6-methoxy-s-triazine
162-166 ° C (lit.)
CAS Database 5248-39-5 (CAS DataBase Reference)
EPA chemical information 1,3,5-Triazin-2-amine, 4-methoxy-N, 6-dimethyl- (5248-39-5)
2-methyl-4-methylamino-6-methoxy-s-triazine Uses and methods of synthesis
Chemical Properties This product is a white solid, m.p. 155 ~ 157 ℃, soluble in acetonitrile, xylene and other solvents, insoluble in water.
Use 2-Methylamino-4-methoxy-6-methyl-s-triazine is a sulfonylurea herbicide tribenuron-methyl intermediate.
Use as pesticide herbicide intermediates
Use pesticide intermediates.
Production methods The preparation of the following methods.
(1) adding 2-amino-4-methoxy-6-methyltriazine and concentrated hydrochloric acid into a reaction kettle, stirring and heating to 40 DEG C, adding dropwise a mixture of formaldehyde and formic acid, adding 45 to 55 DEG C Incubated 3h, heated to reflux 4h, then cooled to 80 ℃, then add concentrated hydrochloric acid, and then heated to the reaction temperature was 120 ℃, then cooled to room temperature, sodium hydroxide solution was added to adjust pH = 8, filtered, crystallized , Washed, and dried to obtain the finished product.
(2) Grignard reagent of chloromethyl magnesium chloride is formed from methyl chloride and magnesium bar, dripped into tetrahydrofuran solution of cyanuric chloride at room temperature, then tetrahydrofuran is removed and added with chloroform to obtain monomethyldichlorotriazine Chloroform solution was added dropwise methylamine solution in the above solution, and then dropwise addition of aqueous solution of sodium carbonate, the reaction 2h, layered, the organic layer was removed to give 2-methylamino-4-methyl-6-chlorotriazine. Methanol is added to the above chlorotriazine, and a methanol solution of sodium methoxide is added dropwise, the methanol is refluxed and distilled off, precipitated with water, filtered and dried to obtain a finished product.
Methyl bromide can also be used instead of methyl chloride reaction. (3) Using 2-amino-4-methoxy-6-methyltriazine as a raw material, adding sodium methoxide into methanol, then adding dimethyl carbonate and N, N-dimethylacetamide to react first Generate the corresponding methoxy formamide, then add dimethyl sulfate dropwise for aminomethylation, and finally hydrolyzed to obtain the finished product.
In the above three methods, if 2-amino-6-methyl-4-methoxy triazine is used as a raw material, if the reaction is incomplete, the impurities are contained in the product and the reaction with sulfonamide will generate metsulfuron- There are phytotoxicity to crops, and using cyanuric chloride as raw material, although the process is more complex, but the purity of the product is high, which can ensure the quality of the subsequent product tribenuron-methyl. The current production plants are cyanuric chloride production of the intermediate.