Ethanolamine → N~1~,N~3~-Bis(2-hydroxyethyl)-5-nitrobenzene-1,3-dicarboxamide

HRID 1814222Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1814222
CO[C:3](=[O:17])[C:4]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[C:6]([C:7]([O:9]C)=O)[CH:5]=1.[CH2:18]([CH2:20][NH2:21])[OH:19]>CO>[OH:19][CH2:18][CH2:20][NH:21][C:7]([C:6]1[CH:11]=[C:12]([N+:14]([O-:16])=[O:15])[CH:13]=[C:4]([C:3]([NH:21][CH2:20][CH2:18][OH:19])=[O:17])[CH:5]=1)=[O:9]

Komponenten

4

Edukt 2

HCID 700EthanolamineHCID 83316Dimethyl 5-nitroisophthalate

Produkt 1

HCID 13140678N~1~,N~3~-Bis(2-hydroxyethyl)-5-nitrobenzene-1,3-dicarboxamideAusbeute 67,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution containing dimethyl-5-nitroisophthalate (23.9 g, 100 mmol) and ethanolamine (13.4 g, 220 mmol) in methanol (300 mL) was refluxed for 48 hours. The solvent was removed by evaporation under reduced pressure. The crude product was purified by crystallization from EtOAC:MeOH 1 ml v/v) to afford 20.0 g of pure N,N′-bis(2-hydroxyethyl)-5-nitro-1,3-benzenedicarboxamide as white crystals.

Aufarbeitung

  1. temperaturewas refluxed for 48 hours
  2. customThe solvent was removed by evaporation under reduced pressure
  3. customThe crude product was purified by crystallization from EtOAC

Quellen und Nachweise

ORD-Eintrag
ord-3816b5a900d34d37a4d848223ddab355
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875864B2

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