Hydrogen Peroxide → HCID 58150854, compound

HRID 659908Notes

Reaction equation

HRID 659908 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.Cl.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22]2)=[CH:17][CH:16]=1.[OH-].[NH4+].OO>O.C(O)C>[NH2:2][C:3]1[C:8](=[N:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22]3)=[CH:17][CH:16]=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 21087636HCID 21087636, compound

Product 1

HCID 58150854HCID 58150854, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.94 g of 3-amino-2-chloro-6-methylphenol hydrochloride are added to 2.51 g of 1-(4-aminophenyl)pyrrolidin-3-ol dihydrochloride in solution in 20 ml of water and 20 ml of ethanol. The pH is adjusted to 9.5 with 20% ammonium hydroxide and then 18 ml of 9% aqueous hydrogen peroxide solution are added. The mixture is left stirring at ambient temperature for 8 hours and then the precipitate formed is filtered off. 2.79 g of 3-amino-2-chloro-4-{[4-(3-hydroxypyrrolidin-1-yl)phenyl]imino}-6-methylcyclohexa-2,5-dien-1-one (11) are thus obtained.

Workup

  1. waitThe mixture is left
  2. customthe precipitate formed
  3. filtrationis filtered off

Sources & evidence

ORD record
ord-fe00b0182ebc4b24870f7d8f280045bf
Source dataset
uspto-grants-2011_12
Patent number
US08083809B2

Reaction notes

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