2,4-Dichloro-6-nitrophenol → 2-Amino-4,6-dichlorophenol

HRID 432426Notes

Reaction equation

HRID 432426 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[OH:12].NC1C=CC=C(Cl)C=1O>>[NH2:9][C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[C:3]=1[OH:12]

Participants

3

Reactant 2

HCID 118712,4-Dichloro-6-nitrophenolHCID 64860252-Amino-6-chlorophenol

Product 1

HCID 106992-Amino-4,6-dichlorophenol

Procedure

2-Amino-4,6-dichlorophenol was prepared from 2,4-dichloro-6-nitrophenol (0.625 g, 2.40 mmol) in a manner similar to that described for 2-amino-6-chlorophenol. The compound was formed as a black solid (0.044 g, 10%). RP-HPLC (25 to 100% CH3CN in 0.1 N aqueous ammonium acetate over 10 min at 1 mL/min using a Hypersil HS C18, 100 Å, 5 μm, 250×4.6 mm column) tr=9.033 min., 74%; m/z 177 (MH+).

Sources & evidence

ORD record
ord-9e142cee8da04b6c97da0a957e58d182
Source dataset
uspto-grants-2003_12
Patent number
US06660744B1

Reaction notes

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