4-Toluenesulfonyl chloride → HCID 59287022, compound

HRID 2045711Notes

Reaction equation

HRID 2045711 reaction equation
C1(C)C=CC(S(Cl)(=O)=[O:8])=CC=1.[Br:12][C:13]1[CH:14]=[N+:15]([O-])[C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[C:18]([O:23][CH3:24])[CH:17]=2>CCOC(C)=O.C([O-])([O-])=O.[K+].[K+]>[Br:12][C:13]1[C:14](=[O:8])[NH:15][C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[C:18]([O:23][CH3:24])[CH:17]=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

p-Toluenesulfonyl chloride (1.68 g, 8.83 mmol) was added 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. The reaction mixture was stirred vigorously at RT for 18 h, 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-9c0506d48e0f4e5fab57e0d1f765f908
Source dataset
uspto-grants-2013_11
Patent number
US08591878B2

Reaction notes

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