Hydrogen Bromide → HCID 83698021, Verbindung

HRID 2411227

Reaktionsgleichung

Reaktionsgleichung von HRID 2411227
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:11][CH2:10]1.Br.[OH-].[Na+]>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[CH:4][C:3]=1[N:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 712521811-(4,6-Dimethylpyridin-3-yl)-4-(toluene-4-sulfonyl)piperazine

Produkt 1

HCID 83698021HCID 83698021, VerbindungAusbeute 62,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To 5-amino-2,4-dimethylpyridine (883 mg) were added N,N-diisopropylethylamine (2.1 mL) and N,N-bis(2-chloroethyl)-p-toluenesulfonamide (2.08 g), and the mixture was stirred with heating under reflux. After completion of the reaction, water was added to the reaction mixture, the mixture was extracted with chloroform, and the solvent was evaporated. The obtained residue was purified by column chromatography (chloroform:methanol) to give 1-(4,6-dimethylpyridin-3-yl)-4-(toluene-4-sulfonyl)piperazine (380 mg). The obtained 1-(4,6-dimethylpyridin-3-yl)-4-(toluene-4-sulfonyl)piperazine (380 mg) was dissolved in acetic acid (2 mL), 40% hydrobromic acid (2 mL) was added, and the mixture was stirred at 100° C. After completion of the reaction, the reaction mixture was neutralized with aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The solvent was evaporated from the organic layer to give the title compound (131 mg).

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe solvent was evaporated from the organic layer

Quellen und Nachweise

ORD-Eintrag
ord-567da05e6a364c3f873dd3bbccd9f107
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08816079B2

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