4-(1H-Tetrazol-5-ylmethyl)aniline synthesis

Yield:131117-50-5 8%

Reaction Conditions:

with sodium azide;ammonium chloride in N,N-dimethyl-formamide at 110; for 5 h;

Steps:

18.A A.

A. 4-(1H-tetrazol-5-ylmethyl)-phenylamine To a mixture of (4-amino-phenyl)-acetonitrile (1 g, 7.6 mmol) in DMF (20 mL) was added sodium azide (1 g, 15.2 mmol) and ammonium chloride (0.82 g, 15.2 mmol). The mixture was stirred at 110° C. for 5 h. After cooling, CH₂Cl₂ (100 mL) and water (100 mL) were added to the reaction. The organic layer was dried (Na₂SO₄) and filtered. The filtrate was concentrated, and the residue was purified by chromatography (silica, methanol/CH₂Cl₂ 1:9 v/v) to give the title compound as a brown oil (105 mg, 8%).

References:

US2008/114007,2008,A1 Location in patent:Page/Page column 98