Sodium Hydroxide → HCID 178425478, compound

HRID 904634Notes

Reaction equation

HRID 904634 reaction equation
[CH3:1][C:2]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[C:3]=1[C:4]([NH:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1)=[O:5].[OH-].[Na+].[H][H]>[Pd]>[NH2:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:2]([CH3:1])[C:3]=1[C:4]([NH:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1)=[O:5]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 178418361HCID 178418361, compoundHCID 178425651HCID 178425651, compound

Product 1

HCID 178425478HCID 178425478, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution was prepared from 7.5 g of 2-methyl-6-nitro-N-(1H-tetrazol-5-yl)benzamide in 100 ml of aqueous 1N sodium hydroxide. A 0.5-g quantity of 5% Pd/C was added and the mixture was hydrogenated in a Parr apparatus at 3.3 atmospheres until uptake of hydrogen stopped (75 minutes). The catalyst was removed by filtration and the filtrate was treated with 100 ml of aqueous 1N hydrochloric acid. The white solid which formed was separated by filtration and air dried to give 2-amino-6-methyl-N-(1H-tetrazol-5-yl)benzamide melting at about 248° C. with decomposition.

Workup

  1. custom(75 minutes)
  2. customThe catalyst was removed by filtration
  3. additionthe filtrate was treated with 100 ml of aqueous 1N hydrochloric acid
  4. customThe white solid which formed
  5. customwas separated by filtration and air
  6. customdried

Sources & evidence

ORD record
ord-e34b0d48209f45cfa41956533c8f7092
Source dataset
uspto-grants-1983_12
Patent number
US04419357

Reaction notes

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