Oxalyl chloride → HCID 86596413, compound

HRID 492197Notes

Reaction equation

HRID 492197 reaction equation
C(Cl)(=O)C([Cl:4])=O.[ClH:7].[C:8]([C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[CH:22][CH:23]=[C:24]3[C:29]=2[N:28]=[CH:27][CH:26]=[CH:25]3)[CH:12]=1)(O)=[O:9]>ClCCl>[ClH:4].[Cl:7][C:8]([C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[CH:22][CH:23]=[C:24]3[C:29]=2[N:28]=[CH:27][CH:26]=[CH:25]3)[CH:12]=1)=[O:9]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 68969741HCID 68969741, compound

Product 1

HCID 86596413HCID 86596413, compoundYield 115%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
22 °C

Procedure

0.6 cm3 (6.88 mmol) of oxalyl chloride is added to a suspension, cooled to a temperature in the region of 5° C., of 0.74 g (2.28 mmol) of 3-carboxy-1-(quinol-8-yl)-1H-indole hydrochloride in 15 cm3 of dichloromethane under an argon atmosphere. After stirring at a temperature in the region of 22° C. for 15 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give 0.9 g of 3-chlorocarbonyl-1-(quinol-8-yl)-1H-indole hydrochloride in the form of a yellow solid which is used directly in the following step.

Workup

  1. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-61c35ab6062b42559d986cfb96c34b20
Source dataset
uspto-grants-2009_05
Patent number
US07531663B2

Reaction notes

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