Potassium Carbonate → 4-Fluoro-5-(5-isoquinolylsulfanyl)-2-nitroaniline

HRID 619727Notes

Reaction equation

HRID 619727 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.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]1[C:25](F)=[CH:24][C:22]([NH2:23])=[C:21]([N+:27]([O-:29])=[O:28])[CH:20]=1>CN(C=O)C>[F:18][C:19]1[C:25]([S:11][C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C:5]=2[CH:4]=[CH:3][N:2]=[CH:1]3)=[CH:24][C:22]([NH2:23])=[C:21]([N+:27]([O-:29])=[O:28])[CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1571514,5-Difluoro-2-nitroanilineHCID 110519635-Isoquinolinethiol

Product 1

HCID 218469024-Fluoro-5-(5-isoquinolylsulfanyl)-2-nitroanilineYield 112.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Isoquinolinethiol 1.00 g (6.2 mmol) was dissolved in DMF 25 ml, potassium carbonate 1.60 g (11.6 mmol) and 4,5-difluoro-2-nitroaniline 1.00 g (5.5 mmol) were added, and the mixture was stirred at room temperature for 2 hours. The reaction solution was poured into ice water, and the resulting precipitates were collected and washed with water to give 4-fluoro-5-(5-isoquinolylsulfanyl)-2-nitroaniline 1.95 g (quantitative).

Workup

  1. customthe resulting precipitates
  2. customwere collected
  3. washwashed with water

Sources & evidence

ORD record
ord-dd5ad45ed6364ea8996cec8852a08887
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

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