Potassium Carbonate → 5-(5-Isoquinolylsulfanyl)-2-nitrobenzonitrile

HRID 619753Notes

Reaction equation

HRID 619753 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+].Cl[C:19]1[CH:20]=[CH:21][C:22]([N+:27]([O-:29])=[O:28])=[C:23]([CH:26]=1)[C:24]#[N:25]>CN(C=O)C>[CH:1]1[C:10]2[C:5](=[C:6]([S:11][C:19]3[CH:20]=[CH:21][C:22]([N+:27]([O-:29])=[O:28])=[C:23]([CH:26]=3)[C:24]#[N:25])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1005065-Chloro-2-nitrobenzonitrileHCID 110519635-Isoquinolinethiol

Product 1

HCID 218469615-(5-Isoquinolylsulfanyl)-2-nitrobenzonitrileYield 98.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to the method in Example 10, a mixture of 5-isoquinolinethiol 1.20 g (7.4 mmol), DMF 40 ml, potassium carbonate 2.00 g (14.5 mmol) and 5-chloro-2-nitrobenzonitrile 1.30 g (7.1 mmol) was stirred at room temperature for 2 hours, and 5-(5-isoquinolylsulfanyl)-2-nitrobenzonitrile 2.14 g (97.8%) was obtained.

Sources & evidence

ORD record
ord-c3e581ebb9e8443f8c03d75fad2aeae6
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

Loading…