Crystal structure of 4,5-bis-(3,4,5-tri-meth-oxy-phen-yl)-2H-1,2,3-triazole methanol monosolvate.

Nikhil Reddy Madadi,Sean Parkin,Peter A Crooks,Shobanbabu Bommagani,Narsimha Reddy Penthala

doi:10.1107/s1600536814020911

Abstract

The title compound, C20H23N3O6·CH3OH, was synthesized by [3 + 2] cycloaddition of (Z)-2,3-bis(3,4,5-trimethoxyphenyl)acrylonitrile with sodium azide and ammonium chloride in DMF/water. The central nitrogen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-trimethoxyphenyl ring planes are 34.31 (4) and 45.03 (5)°, while that between the 3,4,5-trimethoxyphenyl rings is 51.87 (5)°. In the crystal, the molecules, along with two methanol solvent molecules are linked into an R 4 4(10) centrosymmetric dimer by N—H⋯O and O—H⋯N hydrogen bonds.

Highlights

The title compound, C20H23N3O6ÁCH3OH was synthesized by [3 + 2] cycloaddition of (Z)-2,3-bis(3,4,5-trimethoxyphenyl)acrylonitrile with sodium azide and ammonium chloride in DMF/water
The dihedral angles between the triazole ring and the 3,4,5-trimethoxyphenyl ring planes are 34.31 (4) and 45.03 (5), while that between the 3,4,5-trimethoxyphenyl rings is 51.87 (5)
The molecules, along with two methanol solvent molecules are linked into an R44(10) centrosymmetric dimer by N—HÁ Á ÁO and O—HÁ Á ÁN hydrogen bonds

Summary

Introduction

The title compound, C20H23N3O6ÁCH3OH was synthesized by [3 + 2] cycloaddition of (Z)-2,3-bis(3,4,5-trimethoxyphenyl)acrylonitrile with sodium azide and ammonium chloride in DMF/water. Nikhil Reddy Madadi,a Narsimha Reddy Penthala,a Shobanbabu Bommagani,a Sean Parkinb and Peter A. ADepartment of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock AR 72205, USA, and bDepartment of Chemistry, University of Kentucky, Lexington KY 40506, USA.

Results

Conclusion