13223-43-3

Basic information

• Product Name: 2-Amino-5,7-dimethoxy-1,2,4-triazolo[1,5-a]pyrimidine
• Synonyms: 2-amino-5,7-dimethoxy-1,2,4-triazolo[1,5-a]pyrimidine;5,7-DIMETHOXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-2-AMINE;2-Amino-5,7-Dimethoxy-1,2,4-Triazole-[1,5-A]-Pyrimidine;2-Amino-5,7-Dimethoxy-1,2,4-Tr;[1,2,4]Triazolo[1,5-a]pyrimidin-2-amine,5,7-dimethoxy-
• CAS NO: 13223-43-3
• Molecular Formula: C₇H₉N₅O₂
• Molecular Weight: 195.18
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 13223-43-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 215-220 ℃
• Appearance: /
• Density: 1.61 g/cm³
• Refractive Index: 1.705
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.85±0.30(Predicted)
• CAS DataBase Reference: 2-Amino-5,7-dimethoxy-1,2,4-triazolo[1,5-a]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5,7-dimethoxy-1,2,4-triazolo[1,5-a]pyrimidine(13223-43-3)
• EPA Substance Registry System: 2-Amino-5,7-dimethoxy-1,2,4-triazolo[1,5-a]pyrimidine(13223-43-3)

Safety Data

• Hazardous Substances Data: 13223-43-3(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C7H9N5O2/c1-13-4-3-5(14-2)12-7(9-4)10-6(8)11-12/h3H,1-2H3,(H2,8,11)

Upstream product

• 36315-01-2 4,6-dimethoxy-2-aminopyrimidine 
• 16182-04-0 Ethoxycarbonyl isothiocyanate 
• 102739-44-6 1-(ethoxycarbonyl)-3-(4,6-dimethoxy-pyrimidine-2-yl)-thiourea 
• 13223-25-1 2-chloro-4,6-dimethoxypyrimidine 

Downstream Products

• 422556-08-9 pyroxsulam 

Relevant articles and documents

Application of the tisler triazolopyrimidine cyclization to the synthesis of a crop protection agent and an intermediate

A new synthetic route to the Dow AgroSciences early stage sulfonamide herbicide 3-(2-methoxy-4-trifluoromethyl)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a] pyrimidin-2-yl)pyridinesulfonamide (pyroxsulam) has been developed. The synthesis is based on formation of the triazole ring as the final step, utilizing the Tisler triazolopyrimidine cyclization. A Tisler cyclization route to 2-amino-5,7-dimethoxy-1,2,4-trazolo[1,5-a]pyrimidine starting with 2-chloro-4,6-dimethoxypyrimidine has also been demonstrated.

Triazolopyrimidinylsulfonamide compound, composition containing compound, and application of compound

The invention discloses a triazolopyrimidinylsulfonamide compound having a structural formula shown in the description, a composition containing the compound, and an application of the compound. X1, X2, B1, B2, R1, R2, R3, R4 and R5 in the formula are as defined in the description. The triazolopyrimidinylsulfonamide compound has high growth inhibition activity on multiple broadleaf weeds and grassy weeds, has no obvious drug effects on corn, rice, cotton, wheat and other crops, also has the advantages of good crop safety, few synthesis steps, simple method and low preparation cost, and is suitable for large-scale industrial production.

PROCESS FOR THE PREPARATION OF TRIAZOLOPYRIMIDINES

Process for the preparation of unsubstituted or substituted 2-amino-[1,2,4]triazolopyrimidines which comprises combining A) 2-amino-pyrimidine or its derivatives with alkyloxycarbonyl isothiocyanate or aryloxycarbonyl isothiocyanate with B) hydroxyl ammonium salt and a base wherein the reaction is carried out in a polar aprotic organic solvent in the temperature range of from 40 to 150 °C.