Sodium Hydroxide → N-(2-methoxyphenyl)-2-((4-nitrophenyl)thio)-6-(piperazinyl)benzamide

HRID 1476709

Reaktionsgleichung

Reaktionsgleichung von HRID 1476709
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19][C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14])=[O:5].Br[CH2:30][CH2:31][NH:32][CH2:33][CH2:34]Br.[OH-].[Na+]>CN(C=O)C>[CH3:14][O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[NH:6][C:4](=[O:5])[C:3]1[C:2]([N:1]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:18][CH:17]=[CH:16][C:15]=1[S:19][C:20]1[CH:21]=[CH:22][C:23]([N+:26]([O-:28])=[O:27])=[CH:24][CH:25]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 415719Bis(2-bromoethyl)amineHCID 71811587HCID 71811587, Verbindung

Produkt 1

HCID 118386997N-(2-methoxyphenyl)-2-((4-nitrophenyl)thio)-6-(piperazinyl)benzamideAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Compound 25 (1.0 equiv.) was dissolved in DMF (40 mL) at room temperature. To this mixture bis(2-bromoethyl)amine (1.0 equiv.) was added, following the addition of NaOH (2.0 equiv.). After being stirred for 2 Hours at room temperature, the reaction mixture was poured into ice-cold water (200 mL) to get crude product. The crude solid was filtered and washed several times with water and purified by silica gel column chromatography (1:3 v/v ethyl acetate/petroleum ether) to provide a yellow solid (380.9 mg, 82% yield).

Aufarbeitung

  1. customto get crude product
  2. filtrationThe crude solid was filtered
  3. washwashed several times with water
  4. custompurified by silica gel column chromatography (1:3 v/v ethyl acetate/petroleum ether)

Quellen und Nachweise

ORD-Eintrag
ord-270ea86498a74b5889390c8f103fb76a
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09402819B2

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