2-Methyl-6-nitrophenol → 6-Amino-o-cresol

HRID 432428

Reaction equation

HRID 432428 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[OH:11].NC1C=CC=C(Cl)C=1O>>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[OH:11]

Participants

3

Reactant 2

HCID 831032-Methyl-6-nitrophenolHCID 64860252-Amino-6-chlorophenol

Product 1

HCID 4136576-Amino-o-cresol

Procedure

2-Amino-6-methylphenol was prepared from 2-methyl-6-nitrophenol (0.500 g, 3.26 mmol) in a manner similar to that described for 2-amino-6-chlorophenol. The compound was formed as a black solid (0.030 g, 8%). 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=5.78 min., 86%; m/z 123 (MH+).

Sources & evidence

ORD record
ord-dba82201038c48639008439e9b2bbb30
Source dataset
uspto-grants-2003_12
Patent number
US06660744B1

Linked notes

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