4-Toluenesulfonyl chloride → HCID 59287022, compound

HRID 389210Notes

Reaction equation

HRID 389210 reaction equation
[Br:1][C:2]1[CH:3]=[N+:4]([O-])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([O:12][CH3:13])[CH:6]=2.S(Cl)(C1C=CC(C)=CC=1)(=O)=[O:16]>CCOC(C)=O.C([O-])([O-])=O.[K+].[K+]>[Br:1][C:2]1[C:3](=[O:16])[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([O:12][CH3:13])[CH:6]=2

Participants

5

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 592871093-Bromo-7-methoxyquinoline 1-oxide

Product 1

HCID 59287022HCID 59287022, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 11430Potassium CarbonateSolvent

Procedure

To a solution of 3-bromo-7-methoxyquinoline 1-oxide (2.04 g, 8.03 mmol) in EtOAc (50 mL) and 15% aqueous K2CO3 (15 mL) at RT, TsCl (1.68 g, 8.83 mmol) was added. The reaction mixture was stirred vigorously at RT for 18 hours, at which time the product was collected by filtration and washed with EtOAc. The solid was dried under vacuum and used with no further purification. LRMS (M+H)+=254.1.

Workup

  1. filtrationwas collected by filtration
  2. washwashed with EtOAc
  3. customThe solid was dried under vacuum
  4. customused with no further purification

Sources & evidence

ORD record
ord-02a1070da8bb4b269567a34eb3011c5a
Source dataset
uspto-grants-2013_02
Patent number
US08377874B2

Reaction notes

Loading…