Phenol → 3-Nitro-2-phenoxypyridine

HRID 1064387

Reaction equation

HRID 1064387 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[N+:8]([C:7]1[C:2]([O:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

3

Reactant 2

HCID 996PhenolHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 9018963-Nitro-2-phenoxypyridine

Procedure

In step (3) of Reaction Scheme IV a 2-chloro-3-nitropyridine of Formula XXIV is reacted with phenol to provide a 3-nitro-2-phenoxypyridine of Formula XXV. Phenol is reacted with sodium hydride in a suitable solvent such as diglyme or tetrahydrofuran to form the phenoxide. The phenoxide is then reacted at ambient temperature, or optionally at an elevated temperature, with a compound of Formula XXIV.

Sources & evidence

ORD record
ord-e28e270b30da488e98e6021beeb4c15a
Source dataset
uspto-grants-2005_11
Patent number
US06969722B2

Linked notes

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