2-Chloro-3-nitropyridine → 3-Nitro-2-phenoxypyridine

HRID 1007985

Reaction equation

HRID 1007985 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[O-:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Na+]>>[N+:8]([C:7]1[C:2]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

3

Reactant 2

HCID 796132-Chloro-3-nitropyridineHCID 4445035Phenolate Sodium

Product 1

HCID 9018963-Nitro-2-phenoxypyridine

Procedure

In step (2) of Reaction Scheme III, a 2-chloro-3-nitropyridine of Formula XXIX-4 or XXIX-5 is reacted with sodium phenoxide to provide a 3-nitro-2-phenoxypyridine of Formula XXX-4 or XXX-5. Phenol is reacted with sodium hydride in a suitable solvent such as diglyme (bis(2-methoxyethyl) ether) to form the phenoxide. The phenoxide is then reacted at an elevated temperature with a compound of Formula XXIX-4 or XXIX-5. The product can be isolated from the reaction mixture using conventional methods.

Workup

  1. customIn step (2) of Reaction Scheme III

Sources & evidence

ORD record
ord-8abbc5638783447988995449763f0722
Source dataset
uspto-grants-2004_09
Patent number
US06797718B2

Linked notes

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