Description

5-Methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride (CAS No. 98165-60-7) is a high-purity heterocyclic sulfonyl chloride compound with the molecular formula C₆H₅ClN₄O₂S. This specialized chemical features a reactive sulfonyl chloride group attached to a 5-methyl[1,2,4]triazolo[1,5-a]pyrimidine scaffold, making it a valuable intermediate for nucleophilic substitution reactions. With a molecular weight of 232.65 g/mol, it is particularly useful in pharmaceutical and agrochemical research for the synthesis of sulfonamide derivatives. The compound is supplied as a crystalline solid with >95% purity (HPLC) and should be stored under inert conditions at 2-8°C to prevent hydrolysis. Ideal for medicinal chemistry applications, this building block enables rapid derivatization in drug discovery programs targeting kinase inhibition or antimicrobial activity.

Properties

• CAS Number: 98165-60-7
• Complexity: 316
• IUPAC Name: 5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride
• InChI: InChI=1S/C6H5ClN4O2S/c1-4-2-3-11-5(8-4)9-6(10-11)14(7,12)13/h2-3H,1H3
• InChI Key: ZLKWIPGKQOYHSY-UHFFFAOYSA-N
• Exact Mass: 231.9821743
• Molecular Formula: C6H5ClN4O2S
• Molecular Weight: 232.65
• SMILES: CC1=NC2=NC(=NN2C=C1)S(=O)(=O)Cl
• Topological: 85.6
• Monoisotopic Mass: 231.9821743
• Synonyms: 98165-60-7, SCHEMBL8113305, DTXSID00556739, ZLKWIPGKQOYHSY-UHFFFAOYSA-N, 5-Methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonyl chloride, AKOS006335125, 2-chlorosulfonyl-5-methyl-1,2,4-triazolo-[1,5-a]pyrimidine, 2-chlorosulfonyl-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine, 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride, 5-methyl[1,2,4]triazolo [1,5-a]pyrimidine-2-sulfonyl chloride, 5-METHYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2-SULFONYL CHLORIDE, 5-METHYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2-SULFONYLCHLORIDE

Application

This sulfonyl chloride derivative serves as a key intermediate in medicinal chemistry for the preparation of sulfonamide-containing bioactive compounds. Researchers utilize it in Suzuki-Miyaura cross-coupling reactions to create novel triazolopyrimidine scaffolds with potential kinase inhibitory properties. The reactive sulfonyl chloride group enables efficient conjugation with amines and alcohols to generate diverse sulfonamide and sulfonate esters for biological evaluation. It has shown particular utility in developing antimalarial and antibacterial agents targeting folate biosynthesis pathways.

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