Imidazole → HCID 69949086, compound

HRID 619749Notes

Reaction equation

HRID 619749 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:19]([O-:21])=[O:20])=[C:6]([S:8][C:9]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:10]=2[CH:11]=[CH:12][N:13]=[CH:14]3)[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[NH:28]1[CH:32]=[CH:31][N:30]=[CH:29]1>CN(C=O)C>[N:28]1([C:2]2[CH:3]=[CH:4][C:5]([N+:19]([O-:21])=[O:20])=[C:6]([S:8][C:9]3[CH:18]=[CH:17][CH:16]=[C:15]4[C:10]=3[CH:11]=[CH:12][N:13]=[CH:14]4)[CH:7]=2)[CH:32]=[CH:31][N:30]=[CH:29]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 21846931HCID 21846931, compound

Product 1

HCID 69949086HCID 69949086, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

According to the method in Example 10, a mixture of 5-(5-chloro-2-nitrophenylsulfanyl)isoquinoline 630 mg (2.0 mmol), DMF 5 ml, potassium carbonate 300 mg (2.2 mmol) and imidazole 140 mg (2.1 mmol) was stirred at 140° C. for 3 hours, and 5-[5-(1H-1-imidazolyl)-2-nitrophenylsulfanyl)isoquinoline 340 mg (49.0%) was obtained.

Sources & evidence

ORD record
ord-88955723d2b44485bd608d8550ab1d1e
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

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