Hydrogen Peroxide → HCID 58150850, compound

HRID 659909Notes

Reaction equation

HRID 659909 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.[N:14]1([C:19]2[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=2)[CH2:18][CH2:17][CH2:16][CH2:15]1.[OH-].[NH4+].OO>O.C(O)C>[NH2:2][C:3]1[C:8](=[N:23][C:22]2[CH:21]=[CH:20][C:19]([N:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)=[CH:25][CH:24]=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 210876374-(Pyrrolidin-1-yl)aniline--hydrogen chloride (1/2)

Product 1

HCID 58150850HCID 58150850, compoundYield 53.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.94 g of 3-amino-2-chloro-6-methylphenol hydrochloride are added to 2.35 g of 4-(pyrrolidin-1-yl)aniline dihydrochloride in solution in 15 ml of water and 15 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 4 hours and then the precipitate formed is filtered off. 1.7 g of 3-amino-2-chloro-6-methyl-4-[(4-pyrrolidin-1-ylphenyl)imino]cyclohexa-2,5-dien-1-one (1m) are thus obtained.

Workup

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

Sources & evidence

ORD record
ord-69c08b0170ed445eaf34219b4ba18b41
Source dataset
uspto-grants-2011_12
Patent number
US08083809B2

Reaction notes

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