Phosphorus oxychloride → 2,6-Dichloro-3-nitroquinoline

HRID 326045Notes

Reaction equation

HRID 326045 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N+:8]([O-])=[CH:7][C:6]([N+:13]([O-:15])=[O:14])=[CH:5]2.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:7]1[C:6]([N+:13]([O-:15])=[O:14])=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 134727016-Chloro-3-nitroquinoline-1-oxide

Product 1

HCID 134727022,6-Dichloro-3-nitroquinoline

Procedure

2,6-Dichloro-3-nitroquinoline was prepared by heating a mixture of 6-chloro-3-nitroquinoline-1-oxide and phosphorous oxychloride under reflux. The product was isolated as a nearly colourless crystalline solid, mp 190° C. Mass spectrum (m/e): 242 (parent ion; 90%); 196 (100%).

Workup

  1. temperatureby heating
  2. temperatureunder reflux
  3. customThe product was isolated as a nearly colourless crystalline solid, mp 190° C

Sources & evidence

ORD record
ord-33630359d8e44fc6baaecc2939e33573
Source dataset
uspto-grants-1984_04
Patent number
US04444584

Reaction notes

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