Reaction #1726719

ord-79b1f8fd9fff4ee599b8b99dfd0dd666

Reaction equation

NC(=O)c1cc(-c2nnn[nH]2)ccc1OCc1ccccc1
2-benzyloxy-5-(1H-tetrazol-5-yl)benzamide
[NH4+].[OH-]
ammonium hydroxide
NC(=O)c1cc(-c2nnn[nH]2)ccc1O
2-hydroxy-5-(1H-tetrazol-5-yl)benzamide
Yield 98.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe reaction mixture is filtered
  2. 2
    Concentrationthe filtrate concentrated

Procedure

A suspension of 400 mg (1.04 mmol) of 2-benzyloxy-5-(1H-tetrazol-5-yl)benzamide and 500 mg of 10% Pd/C (50% water) in 2 mL of methanol containing 1 mL of 28% aqueous ammonium hydroxide is stirred under hydrogen at 48 psi for 24 hr. The reaction mixture is filtered and the filtrate concentrated to give 210 mg (1.02 mmol, 98% yield) of 2-hydroxy-5-(1H-tetrazol-5-yl)benzamide.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08110570B2uspto-grants-2012_02