Oxalyl chloride → 2-Iodo-5-nitrobenzoyl chloride

HRID 503686

Reaction equation

HRID 503686 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:17])=O>C(Cl)Cl.CN(C=O)C>[I:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 38487452-Iodo-5-nitrobenzoic acid

Product 1

HCID 207923042-Iodo-5-nitrobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
30 °C

Procedure

29.30 g (100 mmol) of 2-iodo-5-nitrobenzoic acid are suspended in a mixture of 200 ml of DCM and 1 ml of DMF as solvent. 19.04 g (150 mmol, 1.5 equivalents) of oxalyl chloride are slowly added dropwise at room temperature. The mixture is then stirred at room temperature for two hours and at 30° C. for 30 min. This is followed by evaporation in a rotary evaporator, and the resulting crude product is employed in the following stage.

Workup

  1. customThis is followed by evaporation in a rotary evaporator

Sources & evidence

ORD record
ord-73987f37de7d4c319c46a86cbe7b8ac3
Source dataset
uspto-grants-2010_08
Patent number
US07776922B2

Linked notes

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