Oxalyl chloride → 1,4-Dichloro-7-isoquinolinecarbonyl chloride

HRID 2289819Notes

Reaction equation

HRID 2289819 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=C(C(O)=O)[CH:16]=2)[C:11]([Cl:21])=[CH:10][N:9]=1>C(Cl)Cl.CN(C=O)C>[Cl:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:1]([C:2]([Cl:4])=[O:3])[CH:16]=2)[C:11]([Cl:21])=[CH:10][N:9]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 186982431,4-Dichloro-7-isoquinolinecarboxylic acid

Product 1

HCID 186981881,4-Dichloro-7-isoquinolinecarbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Anal. Found: C, 49.59; H, 2.08; N, 5.74. Calc for C10H5Cl2NO2 : C, 49.62; H, 2.08; N, 5.78. ##STR170## Oxalyl chloride (144 μL, 1.65 mmol) was added to a suspension of 1,4-dichloro-7-isoquinolinecarboxylic acid (200 mg, 0.83 mmol) at room temperature in CH2Cl2 (10 mL), followed by DMF (1 drop). After 30 min the resultant clear solution was evaporated in vacuo to afford 1,4-dichloro-7-isoquinolinecarbonyl chloride which was used without further purification.

Workup

  1. customAfter 30 min the resultant clear solution was evaporated in vacuo

Sources & evidence

ORD record
ord-e008b04eccea4bfc9ff503e33b0eebc9
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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