Sodium → 4,7-Dichloro-3-[(4-chlorophenyl)sulfonyl]quinoline

HRID 561044Notes

Reaction equation

HRID 561044 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](O)=[C:7]([S:12]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.O(Cl)[Cl:24].[P+5].[Na]>O>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([C:7]2[CH:8]=[N:9][C:10]3[C:5]([C:6]=2[Cl:24])=[CH:4][CH:3]=[C:2]([Cl:1])[CH:11]=3)(=[O:14])=[O:13])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 5360545SodiumHCID 178479711HCID 178479711, compoundHCID 178527342HCID 178527342, compound

Product 1

HCID 569234534,7-Dichloro-3-[(4-chlorophenyl)sulfonyl]quinolineYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-Chloro-3-(4-chloro-benzenesulfonyl)-4-hydroxyquinoline (4.25 g, 12 mmol) in phosphorus(V) oxychloride (5.6 ml, 60 mmol) was refluxed for 3 h. The reaction mixture was poured into water (50 ml) and was alkalized with 5M sodium hydroxyde solution. After cooling the precipitate was filtered and washed with water to obtain 3.8 g of the title compound in 85.0% yield.

Workup

  1. temperatureAfter cooling the precipitate
  2. filtrationwas filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-13a63b66ec6a427f98813f2a25bcfdee
Source dataset
uspto-grants-2011_11
Patent number
US08063220B2

Reaction notes

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