2,4'-Dibromopropiophenone → 2-Amino-5-(4-bromophenyl)-4-methylpyrrole-3-carboxamide

HRID 1011566Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1011566
[O-]CC.[Na+].[CH2:5]([C:9]([NH2:11])=[O:10])[C:6]([NH2:8])=[NH:7].Cl.Br[CH:14]([CH3:24])[C:15]([C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=1)=O>C(O)C>[NH2:7][C:6]1[NH:8][C:15]([C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)=[C:14]([CH3:24])[C:5]=1[C:9]([NH2:11])=[O:10]

Komponenten

5

Edukt 3

HCID 6039072,4'-DibromopropiophenoneHCID 2723922Sodium ethoxideHCID 3084595Amidinomalonamide hydrochloride

Produkt 1

HCID 592859302-Amino-5-(4-bromophenyl)-4-methylpyrrole-3-carboxamideAusbeute 4,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Under ice-cooling, sodium ethoxide (1.4 g, 20 mmol) was added to a suspension of malonamamidine hydrochloride (2.8 g, 20 mmol) in dehydrated ethanol (80 mL), and the mixture was stirred for 30 minutes. Moreover, 2,4′-dibromopropiophenone (2.9 g, 10 mmol) was added thereto, and the whole was stirred overnight at room temperature. After the reaction mixture was concentrated in vacuo, the residue was purified by silica gel column chromatography to give the title reference compound (0.12 g) as a white solid (Yield 4%).

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. stirringthe whole was stirred overnight at room temperature
  3. concentrationAfter the reaction mixture was concentrated in vacuo
  4. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-09f4d04e7f19477a81e6e0b5eea19049
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977371B2

Notizen zur Reaktion

Wird geladen…