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82544-82-9

Methyl 4-(2H-1,2,3,4-tetrazol-5-yl)benzoate synthesis

8synthesis methods
-

Yield:82544-82-9 96%

Reaction Conditions:

Stage #1: 4-cyanobenzoic acid methyl esterwith sodium azide;triethylamine hydrochloride in toluene at 100; for 16 h;
Stage #2: with hydrogenchloride in water;

Steps:

11

Reference Synthetic Example 11 4-(1H-Tetrazol-5-yl)benzohydrazide 1.16 g (10 mmol) of methyl 4-cyanobenzoate, 2.06 g (15 mmol) of triethylamine hydrochloride and 0.98 g (15 mmol) of sodium azide in toluene (20 ml) was allowed to react at 100° C. for 16 hours, and after cooling to room temperature, water (20 ml) was added, and the reaction solution was allowed to separate. Concentrated hydrochloric acid was added to the aqueous layer, and the precipitated colorless solid was collected by filtration through a Kiriyama funnel and dried under reduced pressure to obtain methyl 4-(1H-tetrazol-5-yl)benzoate (1.96 g, yield 96%).

References:

US2012/209005,2012,A1 Location in patent:Page/Page column 35