Hydrogen Peroxide → HCID 66923874, compound

HRID 659912Notes

Reaction equation

HRID 659912 reaction equation
Cl.[Cl-].[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH:12]([N+:15]([CH3:18])([CH3:17])[CH3:16])[CH2:11]2)=[CH:6][CH:5]=1.Cl.[NH2:20][C:21]1[C:22]([Cl:29])=[C:23]([OH:28])[C:24]([CH3:27])=[CH:25][CH:26]=1.[OH-].[NH4+].OO>O>[Cl-:29].[NH2:20][C:21]1[C:26](=[N:3][C:4]2[CH:5]=[CH:6][C:7]([N:10]3[CH2:14][CH2:13][CH:12]([N+:15]([CH3:18])([CH3:17])[CH3:16])[CH2:11]3)=[CH:8][CH:9]=2)[CH:25]=[C:24]([CH3:27])[C:23](=[O:28])[C:22]=1[Cl:29]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 14923Ammonium HydroxideHCID 157640Phenol, 3-amino-2-chloro-6-methyl-, hydrochlorideHCID 66924125HCID 66924125, compound

Product 1

HCID 66923874HCID 66923874, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

292.5 mg of 1-(4-aminophenyl)-N,N,N-trimethylpyrrolidin-3-aminium chloride hydrochloride and 194.1 mg of 3-amino-2-chloro-6-methylphenol hydrochloride are weighed out in a flask, 1 ml of water is added and the pH is adjusted to 9.5 with 20% ammonium hydroxide in water. 1.1 ml of 30% aqueous hydrogen peroxide solution are added dropwise. The mixture is left stirring for 24 hours. The precipitate is filtered off and rinsed with acetone. 80 mg of 1-(4-{[2-amino-3-chloro-5-methyl-4-oxocyclohexa-2,5-dien-1-ylidene]amino}phenyl)-N,N,N-trimethylpyrrolidin-3-aminium chloride (1t) are thus obtained.

Workup

  1. waitThe mixture is left
  2. filtrationThe precipitate is filtered off
  3. washrinsed with acetone

Sources & evidence

ORD record
ord-95c492d7af1546a491299b8512162569
Source dataset
uspto-grants-2011_12
Patent number
US08083809B2

Reaction notes

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