ALD00500

5-Methoxy-1,2,3-triazine

• Empirical Formula (Hill Notation): C₄H₅N₃O
• Molecular Weight: 111.10
• UNSPSC Code: 12352100
• PubChem Substance ID: 329772693
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 100
• storage temp.: 2-8°C
• SMILES string: COC1=CN=NN=C1
• InChI: 1S/C4H5N3O/c1-8-4-2-5-7-6-3-4/h2-3H,1H3
• InChI key: HVBZCUMRMKODNE-UHFFFAOYSA-N

Description

General description

5-Methoxy-1,2,3-triazine is a 1,2,3-triazine derivative bearing electron-donating substituent. It participates in the inverse electron demand Diels-Alder reactions. 5-Methoxy-1,2,3-triazine readily reacts with amidines. It can be prepared from 4-methoxypyrazole.

Application

1, 2, 3-Triazines have shown to be reactive substrates in inverse electron demand Diels-Alder strategies. Recent examples by Boger and coworkers utilize this reactive motif in the construction of highly functionalized N-containing heterocycles.

5-Methoxy-1,2,3-triazine may be used in the synthesis of nitrogen-containing heterocyclic compounds.

Legal Information

Cycloadditions of 1,2,3-Triazines Bearing C5-Electron Donating Substituents: Robust Pyrimidine Synthesis

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable