Ethylamine → N-ethyl-2-chloro-5-nitrobenzamide

HRID 1167658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167658
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].C1COCC1.[CH2:19]([NH2:21])[CH3:20]>ClCCl>[CH2:19]([NH:21][C:4](=[O:5])[C:3]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:2]=1[Cl:1])[CH3:20]

Komponenten

5

Edukt 3

HCID 6341EthylamineHCID 8028TetrahydrofuranHCID 117637Benzoyl chloride, 2-chloro-5-nitro-

Produkt 1

HCID 4380195N-ethyl-2-chloro-5-nitrobenzamideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Alternatively, 2-chloro-5-nitrobenzoyl chloride (10 g, 45.5 mmol) in anhydrous dichloromethane (250 mL) with Amberlyst A-21 ion-exchange resin (17 g) was treated with a 2M THF solution of ethylamine (45 mL). The mixture was stirred at rt under nitrogen overnight. After filtration, the filtrate was concentrated to give N-ethyl-2-chloro-5-nitrobenzamide (9.0 g, 39 mmol, 86% yield) as a yellow solid.

Aufarbeitung

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-cf1ee053539145439223acb8c8f81aca
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620827B2

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