Phosphorus oxychloride → 2-Chloro-7-methoxy-6-nitro-quinoline

HRID 1773562Notes

Reaction equation

HRID 1773562 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=O)[NH:10]2)=[CH:5][C:4]=1[N+:14]([O-:16])=[O:15].P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:9]1[CH:8]=[CH:7][C:6]2[C:11](=[CH:12][C:3]([O:2][CH3:1])=[C:4]([N+:14]([O-:16])=[O:15])[CH:5]=2)[N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 580563477-methoxy-6-nitro-1H-quinolin-2-one

Product 1

HCID 580562092-Chloro-7-methoxy-6-nitro-quinoline

Conditions

Temperature
110 °C

Procedure

A mixture of 7-methoxy-6-nitro-1H-quinolin-2-one (0.13 g) and phosphorus oxychloride (1 mL) was heated at 110° C. for 2 hours. The resulting mixture was then cooled and poured into ice. The solid which formed was collected by filtration and dried under vacuum to afford 0.119 g of 2-chloro-7-methoxy-6-nitro-quinoline as a brown solid.

Workup

  1. temperatureThe resulting mixture was then cooled
  2. additionpoured into ice
  3. customThe solid which formed
  4. filtrationwas collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-671a9647a21c45c09945b4809225bf4c
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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