Ammonium Hydroxide → HCID 178513596, compound

HRID 1639537Notes

Reaction equation

HRID 1639537 reaction equation
C([O:8][C:9]1[CH:17]=[CH:16][C:15]([C:18]2[NH:22][N:21]=[N:20][N:19]=2)=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12])C1C=CC=CC=1.[OH-].[NH4+]>CO.[Pd]>[OH:8][C:9]1[CH:17]=[CH:16][C:15]([C:18]2[NH:22][N:21]=[N:20][N:19]=2)=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 178513597HCID 178513597, compound

Product 1

HCID 178513596HCID 178513596, compoundYield 98.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

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.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-79b1f8fd9fff4ee599b8b99dfd0dd666
Source dataset
uspto-grants-2012_02
Patent number
US08110570B2

Reaction notes

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