Hydrogen Peroxide → 2-amino-5-ethylbenzoic acid

HRID 1672329Notes

Reaction equation

HRID 1672329 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8]C(=O)[C:6]2=[O:13])[CH3:2].[OH:14]O>[OH-].[Na+]>[NH2:8][C:9]1[CH:10]=[CH:11][C:3]([CH2:1][CH3:2])=[CH:4][C:5]=1[C:6]([OH:13])=[O:14]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 5834875-ethyl-2,3-dihydro-1H-indole-2,3-dione

Product 1

HCID 77444862-amino-5-ethylbenzoic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The title compound is prepared by treating 24.7 g (0.141 mol) 5-ethyl-1H-indole-2,3-dione (Example 49a) with 40 ml of 30% H2O2 in 226 ml 5% sodium hydroxide solution following a procedure given by A. Baruffini et. al. in II Farmaco, Ed. Sc., 23, 3 (1968). mp: 128-129° C. (Lit.: 126° C.); MS: 166 (M++1); HPLC: tret=7.00 min (Grad 1).

Workup

  1. custommp: 128-129° C. (Lit.: 126° C.)
  2. customtret=7.00 min (Grad 1)

Sources & evidence

ORD record
ord-60220c1b088d4472a0dbe7f836c61a2a
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

Loading…