5-Chloro-2-nitrobenzoic acid → 5-Chloro-2-nitrobenzoyl chloride

HRID 370069

Reaktionsgleichung

Reaktionsgleichung von HRID 370069
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].C(Cl)(=O)C([Cl:17])=O>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([Cl:17])=[O:8]

Komponenten

5

Edukt 2

HCID 172865-Chloro-2-nitrobenzoic acidHCID 65578Oxalyl chloride

Produkt 1

HCID 27236855-Chloro-2-nitrobenzoyl chlorideAusbeute 104,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 5-chloro-2-nitrobenzoic acid (21 g, 100 mmol) in dry methylene chloride (200 mL) at 0° C. were added several drops of DMF, followed by oxalyl chloride (13 mL, 150 mmol). The reaction was warmed to ambient temperature. After 16 hours the solvents were removed and the viscous oil dried in vacuo to afford 23 g (quantitative yield) of 5-chloro-2-nitrobenzoyl chloride; NMR (CDCl3) 8.1 (d, 1), 7.7 (m, 2) ppm.

Aufarbeitung

  1. customAfter 16 hours the solvents were removed
  2. customthe viscous oil dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-334ab236062a4121888a04ebcb61115d
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06140351

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