Dimethylformamide → HCID 86642574, compound

HRID 448895Notes

Reaction equation

HRID 448895 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-3fdcdeca8f4a4e93b48d4467d4fe3560
Source dataset
uspto-grants-2013_07
Patent number
US08481738B2

Reaction notes

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