Thionyl Chloride → 2-Chloro-1-methyl-5-nitro-1H-benzimidazole

HRID 1391544Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1391544
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]=2[NH:4][C:3]1=S.O=S(Cl)[Cl:17]>>[Cl:17][C:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]=2[N:4]=1

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 21226931HCID 21226931, Verbindung

Produkt 1

HCID 108223912-Chloro-1-methyl-5-nitro-1H-benzimidazole

Versuchsvorschrift

The compound 1-Methyl-5-nitro-1,3-dihydro-benzoimidazole-2-thione (5.8 g, 27.9 mmol) was heated to reflux with SOCl2 (30 ml) overnight. The reaction mixture was cooled to room temperature and poured into 300 ml of ice water and extracted with CH2Cl2. The organic layers was washed with 10% NaHCO3 water solution, brine, dried over Na2SO4 and concentrated to give the title compound as a yellow solid. MS (ESI) m/z=212 [M+H].

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. washThe organic layers was washed with 10% NaHCO3 water solution, brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-95436be09f304e759035941098a0666d
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07338959B2

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