Potassium Carbonate → HCID 21846917, compound

HRID 619750Notes

Reaction equation

HRID 619750 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:24]=[CH:23][C:22]([N:25]2[CH:29]=[CH:28][N:27]=[CH:26]2)=[CH:21][C:20]=1[N+:30]([O-:32])=[O:31]>CN(C=O)C>[N:25]1([C:22]2[CH:23]=[CH:24][C:19]([S:11][C:6]3[CH:7]=[CH:8][CH:9]=[C:10]4[C:5]=3[CH:4]=[CH:3][N:2]=[CH:1]4)=[C:20]([N+:30]([O-:32])=[O:31])[CH:21]=2)[CH:29]=[CH:28][N:27]=[CH:26]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 110519635-IsoquinolinethiolHCID 21846986HCID 21846986, compound

Product 1

HCID 21846917HCID 21846917, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

According to the method in Example 10, a mixture of 5-isoquinolinethiol 360 mg (2.2 mmol), DMF 9 ml, potassium carbonate 600 mg (4.3 mmol) and 1-(4-chloro-3-nitrophenyl)-1H-imidazole 420 mg (2.0 mmol) was stirred at 100° C. for 2.5 hours, and 5-[4-(1H-1-imidazolyl)-2-nitrophenylsulfanyl)isoquinoline 680 mg (97.6%) was obtained.

Sources & evidence

ORD record
ord-e5bc41dc9b4d4dce9400b91fe040e872
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

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