Phosphorus oxychloride → HCID 22641470, compound

HRID 2415485Notes

Reaction equation

HRID 2415485 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([CH3:14])[CH:6]=[C:5]2O.O=P(Cl)(Cl)[Cl:18]>C(OCC)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([CH3:14])[CH:6]=[C:5]2[Cl:18]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178486798HCID 178486798, compound

Product 1

HCID 22641470HCID 22641470, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 4.6 g (17.5 mmol) of 6-bromo-7-methoxy-2-methyl-quinolin-4-ol in 14.8 ml (158 mmol) of POCl3 was heated at 60° C. for 20 h with stirring. It was then cooled to RT and 50 ml of diethyl ether were added. The solid that precipitated was filtered off by suction and dried in a high vacuum to give 3.85 g of the 6-bromo-4-chloro-7-methoxy-2-methyl-quinoline as a dark brown solid. El mass spectrum, m/e: 287 (M calculated for C11H9BrClNO: 287).

Workup

  1. temperatureIt was then cooled to RT
  2. customThe solid that precipitated
  3. filtrationwas filtered off by suction
  4. customdried in a high vacuum

Sources & evidence

ORD record
ord-84ad08cda809409d948d35d0348a3551
Source dataset
uspto-grants-2004_11
Patent number
US06818767B2

Reaction notes

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