ChemicalBook CAS DataBase List 5-(2-METHYLPHENYL)-1H-TETRAZOLE

5-(2-METHYLPHENYL)-1H-TETRAZOLE synthesis

9synthesis methods

Product Name:5-(2-METHYLPHENYL)-1H-TETRAZOLE
CAS Number:51449-86-6
Molecular formula:C8H8N4
Molecular Weight:160.18

529-19-1 Synthesis

529-19-1
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51449-86-6
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$17.00/250mg

Yield:51449-86-6 94%

Reaction Conditions:

with sodium azide in N,N-dimethyl-formamide at 90; for 6 h;Inert atmosphere;

Steps:

3.2. Representative Procedure for the Preparation of 5-Benzyl and 5-Aryl-1H-tetrazoles

General procedure: 5-Benzyl-1H-tetrazole (2a). To a DMF solution of benzyl cyanide (1a, 100 mg, 0.85 mmol) and NaN3(67 mg, 1.02 mmol, 1.2 eq) was added OSU-6 (15 mg, 15 wt% relative to 1a). The reaction mixturewas heated at 90 °C (oil bath temperature 95-100 °C) for 4 h at which time TLC indicated the reactionwas complete. The crude reaction mixture was filtered to remove the catalyst, and the filtrate was added to water and extracted with EtOAc (3 x 15 mL). The combined extracts were washed with H2O (3 x 15 mL) and saturated aq. NaCl (1 x 15 mL), dried (MgSO4), filtered, and concentrated under vacuum to give 2a (129 mg, 94%).

References:

Nammalwar, Baskar;Muddala, Nagendra Prasad;Pitchimani, Rajasekar;Bunce, Richard A. [Molecules,2015,vol. 20,# 12,p. 22757 - 22766]