Sodium Hydroxide → HCID 11367370, compound

HRID 431297Notes

Reaction equation

HRID 431297 reaction equation
[OH-].[Na+].[N+:3]([C:6]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([OH:17])[CH3:16])[C:7]=1[C:8]([OH:10])=[O:9])([O-])=O.O.NN>>[NH2:3][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([OH:17])[CH3:16])[C:7]=1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 18763753HCID 18763753, compound

Product 1

HCID 11367370HCID 11367370, compoundYield 97%

Procedure

0.75 mol of aqueous sodium hydroxide solution (30%) are added to an aqueous solution of 0.5 mol of 2-nitro-6-(1-hydroxyethyl)-benzoic acid (sodium salt), and, at 90-95° C., 50 g of hydrazine hydrate (1.0 mol) are metered in over the course of 1 hour. Stirring is carried out at 90-95° C. for 4-6 hours until the nitro compound has been completely converted and, after isolation, 2-amino-6-(1-hydroxyethyl)-benzoic acid (sodium salt) is obtained in a yield of 97% of theory, based on 2-acetyl-6-nitrobenzoic acid (LC analysis).

Workup

  1. customat 90-95° C.
  2. customare metered in over the course of 1 hour

Sources & evidence

ORD record
ord-7b698b633a854d47b73bec67340404ba
Source dataset
uspto-grants-2003_12
Patent number
US06657085B2

Reaction notes

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