Dimethylformamide → HCID 86642574, compound

HRID 1848608Notes

Reaction equation

HRID 1848608 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([F:11])[C:3]=1[N+:12]([O-:14])=[O:13].CN(C=O)C.C(Cl)(=O)C([Cl:23])=O>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:23])=[O:7])=[C:4]([F:11])[C:3]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 68604865HCID 68604865, compound

Product 1

HCID 86642574HCID 86642574, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-chloro-2-fluoro-3-nitro-benzoic acid (5.0 g, 22.8 mmol) suspended in dry DCM (60 mL), was added DMF (0.5 mL) followed by the slow addition of oxalyl chloride (2.4 mL, 27.3 mmol, 2M in DCM). The mixture was stirred for 2 hrs, then concentrated to yield 4-chloro-2-fluoro-3-nitro-benzoyl chloride as a yellow solid.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-bb7a904744854dba943f784c0fdf3cc5
Source dataset
uspto-grants-2015_02
Patent number
US08952161B2

Reaction notes

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