Phosphorodichloridic acid, phenyl ester → 5-Bromo-2-chloro-3-nitropyridine

HRID 733675Notes

Reaction equation

HRID 733675 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](O)=[N:6][CH:7]=1.P(Cl)([Cl:21])(OC1C=CC=CC=1)=O>>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([Cl:21])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 13038Phosphorodichloridic acid, phenyl esterHCID 178418997HCID 178418997, compound

Product 1

HCID 70194125-Bromo-2-chloro-3-nitropyridine

Conditions

Temperature
180 °C

Procedure

A suspension of 5-bromo-2-hydroxy-3-nitro-pyridine (19.2 g; ex. Maybridge) in phenyl dichlorophosphate (40 ml) was heated at 180° C. for 30 minutes to give a red oil. The reaction mixture was then purified as described in Example 1 Method 1(a) to give the title compound as a pale yellow solid (20.4 g).

Workup

  1. customto give a red oil
  2. customThe reaction mixture was then purified

Sources & evidence

ORD record
ord-17d950fb4ee54169879d12e62c0a70a7
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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