Hydrogen Peroxide → HCID 58150853, compound

HRID 659907Notes

Reaction equation

HRID 659907 reaction equation
Cl.[NH2:2][C:3]1[C:4]([Cl:11])=[C:5]([OH:10])[C:6]([CH3:9])=[CH:7][CH:8]=1.Cl.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]([CH2:24][CH3:25])[CH2:21][CH2:22][OH:23])=[CH:16][CH:15]=1.[OH-].[NH4+].OO>O.C(O)C>[NH2:2][C:3]1[C:8](=[N:13][C:14]2[CH:15]=[CH:16][C:17]([N:20]([CH2:24][CH3:25])[CH2:21][CH2:22][OH:23])=[CH:18][CH:19]=2)[CH:7]=[C:6]([CH3:9])[C:5](=[O:10])[C:4]=1[Cl:11]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 14923Ammonium HydroxideHCID 157640Phenol, 3-amino-2-chloro-6-methyl-, hydrochlorideHCID 2131706742983-75-5

Product 1

HCID 58150853HCID 58150853, compoundYield 73.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

1.94 g of 3-amino-2-chloro-6-methylphenol hydrochloride are added to 2.53 g of 2-[(4-aminophenyl)(ethyl)amino]ethanol hydrochloride in solution in 20 ml of water and 10 ml of ethanol. The pH is adjusted to 9.5 with 20% ammonium hydroxide in water. 36 ml of 9% aqueous hydrogen peroxide solution are subsequently added and the reaction medium is stirred at ambient temperature for 4 h 30. The solid form is filtered off and washed with water; 2.44 g of 3-amino-2-chloro-4-({4-[ethyl(2-hydroxyethyl)amino]phenyl}imino)-6-methylcyclohexa-2,5-dien-1-one (1k) are obtained.

Workup

  1. filtrationThe solid form is filtered off
  2. washwashed with water

Sources & evidence

ORD record
ord-ebf0a01a1782426fba82a7d0acf77edf
Source dataset
uspto-grants-2011_12
Patent number
US08083809B2

Reaction notes

Loading…