2-(chloromethyl)-N,N-dimethylaniline hydrochloride → 2-benzylthio-4-(2-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole

HRID 3252Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 3252
Cl.[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl.[CH2:13]([S:20][C:21]1[NH:22][C:23]([CH3:28])([CH3:27])[C:24](=[S:26])[N:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[CH2:13]([S:20][C:21]1[N:25]=[C:24]([S:26][CH2:6][C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[N:3]([CH3:12])[CH3:2])[C:23]([CH3:28])([CH3:27])[N:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 135374262-(chloromethyl)-N,N-dimethylaniline hydrochlorideHCID 178418227HCID 178418227, Verbindung

Produkt 1

HCID 189348372-benzylthio-4-(2-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Initially, 0.65 g of 2-dimethylaminobenzylchloride hydrochloride was added to a solution of 0.7 g of 2-benzylthio-5,5-dimethylimidazolin-4-thione in 20 mL of ethanol (EtOH). The reaction mixture was stirred at the room temperature for one hour, and concentrated in vacuo. The residue was treated following the procedure used in Example 62, and purified by column chromatography (CHCl3). Recrystallization from diethyl ether-n-hexane gave 2-benzylthio-4-(2-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole in the form of a needle-like crystal. The yield of this compound was 0.75 g with a yield ratio of 72.2%, and the melting point was 91°-92° C.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionThe residue was treated
  3. custompurified by column chromatography (CHCl3)
  4. customRecrystallization from diethyl ether-n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-9a24f90cc7884da083a28d124bc01ed8
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733922

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