Dimethylformamide → HCID 86642574, compound

HRID 661648Notes

Reaction equation

HRID 661648 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-4564efe4944a4528b458fd40f8f2a1a5
Source dataset
uspto-grants-2011_12
Patent number
US08084614B2

Reaction notes

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