Hydrogen Peroxide → HCID 58150860, compound

HRID 659910Notes

Reaction equation

HRID 659910 reaction equation
Cl.Cl.[CH3:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1.Cl.[NH2:13][C:14]1[C:15]([Cl:22])=[C:16]([OH:21])[C:17]([CH3:20])=[CH:18][CH:19]=1.OO.[OH-].[NH4+]>O.C(O)C>[NH2:13][C:14]1[C:19](=[N:11][C:8]2[CH:9]=[CH:10][C:5]([NH:4][CH3:3])=[CH:6][CH:7]=2)[CH:18]=[C:17]([CH3:20])[C:16](=[O:21])[C:15]=1[Cl:22]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 14923Ammonium HydroxideHCID 793731,4-Benzenediamine, N-methyl-, dihydrochlorideHCID 157640Phenol, 3-amino-2-chloro-6-methyl-, hydrochloride

Product 1

HCID 58150860HCID 58150860, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of 2 g of N-methylbenzene-1,4-diamine dihydrochloride, 2 g of 3-amino-2-chloro-6-methylphenol hydrochloride, 20 ml of water, 20 ml of ethanol and 7.6 ml of 9% aqueous hydrogen peroxide solution, a mixture brought to pH 9.5 with 20% ammonium hydroxide in water, is stirred at ambient temperature for 5 hours. 2.5 g of 3-amino-2-chloro-6-methyl-4-{[4-(methylamino)phenyl]imino}cyclohexa-2,5-dien-1-one (1n) are obtained.

Sources & evidence

ORD record
ord-aba0638abbb34100bb2f4af7042157e6
Source dataset
uspto-grants-2011_12
Patent number
US08083809B2

Reaction notes

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