Sodium Hydroxide → 2,4-Dichloro-5-methoxyaniline

HRID 846502Notes

Reaction equation

HRID 846502 reaction equation
CC([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([Cl:12])=[C:7]([O:13][CH3:14])[CH:6]=1)=O.[OH-].[Na+]>O.C(O)C>[Cl:11][C:10]1[CH:9]=[C:8]([Cl:12])[C:7]([O:13][CH3:14])=[CH:6][C:5]=1[NH2:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 14593783N-(2,4-Dichloro-5-methoxyphenyl)acetamide

Product 1

HCID 14766362,4-Dichloro-5-methoxyanilineYield 54.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In the manner of Example 2, Step C, the reaction of 37.4 g (0.16 mole) of 2,4-dichloro-5-methoxyacetanilide with 12.8 g (0.32 mole) of sodium hydroxide in 30 mL of water and 30 mL of ethanol produced 16.7 g of 2,4-dichloro-5-methoxyaniline.

Sources & evidence

ORD record
ord-b63b709da36d4403aeed1e3a384f5dcc
Source dataset
uspto-grants-1992_08
Patent number
US05136868

Reaction notes

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