Potassium Carbonate → HCID 21846993, compound

HRID 619742Notes

Reaction equation

HRID 619742 reaction equation
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([SH:11])[C:5]=2[CH:4]=[CH:3][N:2]=1.F[C:13]1[C:14]([N+:23]([O-:25])=[O:24])=[CH:15][C:16]2[S:20][C:19]([CH3:21])=[N:18][C:17]=2[CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:1]1[C:10]2[C:5](=[C:6]([S:11][C:13]3[C:14]([N+:23]([O-:25])=[O:24])=[CH:15][C:16]4[S:20][C:19]([CH3:21])=[N:18][C:17]=4[CH:22]=3)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 110519635-IsoquinolinethiolHCID 21846982HCID 21846982, compound

Product 1

HCID 21846993HCID 21846993, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Isoquinolinethiol 250 mg (1.5 mmol) was dissolved in DMF 10 ml, 5-fluoro-2-methyl-6-nitrobenzothiazole 330 mg (1.5 mmol) and potassium carbonate 650 mg (4.7 mmol) were added, and the mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated under reduced pressure, the residue was crystallized from ether, and 5-(5-isoquinolylsulfanyl)-2-methyl-6-nitrobenzo[d][1,3]thiazole 180 mg (33.1%) was obtained.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from ether

Sources & evidence

ORD record
ord-be77767b819f4b7b832dc804df348306
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

Loading…