219715-62-5Relevant articles and documents
2-amino -5,8-disubstituted [1, 2, 4] triazolo [1,5-c] pyrimidine method for synthesizing environmental protection
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Paragraph 0021; 0022; 0024, (2017/03/08)
A disclosed environment-friendly synthetic method for 2-amino-5,8-disubstituted-[1,2,4]triazole[1,5-c]pyrimidine comprises performing thiocyanation reaction on a chloroformate and a thiocyanate to obtain a thiocyanatoformate of a formula III compound; performing condensation reaction on the thiocyanatoformate and a formula IV compound to obtain a formula V compound; and performing a ring-closure reaction on the formula V compound under the effect of a hydroxylamine salt and a sodium alkoxide to obtain a formula I compound. The method provided by the invention employing routine raw material, is low in production cost and suitable for industrialized production, is short in reaction route, mild in reaction conditions and easily-controllable in reaction process, and does not generate various high-pollution wastewater during synthesis and is in favor of environment protection. Additionally, the synthetic route is shown in the specification.
Synthesis method of 2-amino-5, 8-dimethoxy[1, 2, 4]triazolo[1, 5-c]pyrimidine
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Paragraph 0011; 0031; 0032, (2017/01/02)
The invention discloses a synthesis method of 2-amino-5, 8-dimethoxy[1, 2, 4]triazolo[1, 5-c]pyrimidine (AMTP). 4-amino-2, 5-dimethoxy pyrimidine and phenoxy carbonyl isothiocyanate are adopted as the basic raw materials, under the action of a specific catalyst, nucleophilic addition, hydroxylamine substituttion, aromatic cyclization and other reactions are carried out to synthesize the product. The method innovatively selects phenoxy carbonyl structure compound as the substrate and significantly enhances the reaction rate. The method has the advantages of short reaction route, simple operation, mild reaction conditions, smooth operation, easy treatment of three wastes, and short full flow, thus having great industrial value.
PROCESS FOR THE PREPARATION OF 2-AMINO-5,8-DIMETHOXY[1,2,4]TRIAZOLO[1,5-c]PYRIMIDINE FROM 4-CHLORO-2,5-DIMETHOXYPYRIMIDINE
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Paragraph 0038-0039, (2014/04/03)
2-Amino-5,8-dialkoxy[1,2,4]-triazolo[1,5-c]pyrimidines are manufactured from 4-chloro-2,5-dialkoxypyrimidines in a process that avoids hydrazine and cyanogen halide.
PROCESS FOR THE PREPARATION OF 2-AMINO-5,8-DIMETHOXY[1,2,4]TRIAZOLO[1,5-c]PYRIMIDINE FROM 4-AMINO-2,5-DIMETHOXYPYRIMIDINE
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Paragraph 0027, (2014/04/03)
5-Substituted-8-alkoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amines are manufactured from 4-amino-2,5-dialkoxypyrimidines in an improved process in which the generation of gaseous by-products is controlled by the continuous addition of hydroxylamine as a free base.
PROCESS FOR THE PREPARATION OF 5-SUBSTITUTED-8-ALKOXY[1,2,4]TRIAZOLO[1,5-c]PYRIMIDIN-2-AMINES
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, (2011/12/13)
5-Substituted-8-alkoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amines are manufactured from 2-substituted-4-amino-5-methoxypyrimidines in a process that avoids hydrazine and cyanogen halide.
Penoxsulam-Structure-activity relationships of triazolopyrimidine sulfonamides
Johnson, Timothy C.,Martin, Timothy P.,Mann, Richard K.,Pobanz, Mark A.
experimental part, p. 4230 - 4240 (2009/10/02)
The discovery of the sulfonamide herbicides, which inhibit the enzyme acetolactate synthase (ALS), has resulted in many investigations to exploit their herbicidal activity. One area which proved particularly productive was the N-aryltriazolo[1,5-c]pyrimidine sulfonamides, providing three commercial herbicides, cloransulam-methyl, diclosulam and florasulam. Additional structure-activity investigations by reversing the sulfonamide linkage resulted in the discovery of triazolopyrimidine sulfonamides with cereal crop selectivity and high levels of grass and broadleaf weed control. Research efforts to exploit these high levels of weed activity ultimately led to the discovery of penoxsulam, a new herbicide developed for grass, sedge and broadleaf weed control in rice. Synthetic efforts and structure-activity relationships leading to the discovery of penoxsulam will be discussed.
Process for the preparation of 2-amino-5,8-dimethoxy(1,2,4)triazolo(1,5c)pyrimidine
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Example 8, (2008/06/13)
2-Amino-5, 8-dimethoxy[1,2,4]triazolo[1,5-c]-pyrimidine is prepared from a 5-chloro or 5-methoxy substituted 3-amino-8-methoxy[1,2,4]triazolo[4,3-c]-pyrimidine by reaction with methoxide in an alcohol solvent. Both rearrangement and, when the 5-substituent is chloro, methoxy substitution can be accomplished directly.
Process for the preparation of 2-amino-5, 8-dimethoxy (1,2,4) triazolo (1,5-c) pyrimidine
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, (2008/06/13)
2-Amino-5,8-dimethoxy[1,2,4]triazolo[1,5-c]-pyrimidine is prepared from a 5-chloro or 5-methoxy substituted 3-amino-8-methoxy[1,2,4]triazolo[4,3-c]-pyrimidine by reaction with methoxide in an alcohol solvent. Both rearrangement and, when the 5-substituent is chloro, methoxy substitution can be accomplished directly.
N-([1,2,4] triazoloazinyl) thiophenesulfonamide compounds and their use as herbicides
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, (2008/06/13)
N-(Triazoloazinyl)thiophenesulfonamide compounds were prepared from appropriately substituted 2-amino[1,2,4]triazolo[1,5-c]pyrimidine, 2-amino[1,2,4]triazolo[1,5-a]pyrimidine and 2-amino[1,2,4]triazolo[1,5-a]pyridine compounds and appropriately substituted thiophenesulfonyl chloride compounds. The compounds were found to be useful as herbicides.
