Acetone → 1-Chloro-2-(5,6-dichloro-1-methyl-1H-benzoimidazol-2-yl)-propan-2-ol

HRID 1394466Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1394466
[Cl:1][C:2]1[C:14]([Cl:15])=[CH:13][C:5]2[N:6]([CH3:12])[C:7](C(C)=C)=[N:8][C:4]=2[CH:3]=1.[Cl:16]N1C(=O)N(Cl)C(=O)N(Cl)C1=O.[CH3:28][C:29]([CH3:31])=[O:30]>O>[Cl:16][CH2:28][C:29]([C:7]1[N:6]([CH3:12])[C:5]2[CH:13]=[C:14]([Cl:15])[C:2]([Cl:1])=[CH:3][C:4]=2[N:8]=1)([OH:30])[CH3:31]

Komponenten

5

Edukt 3

HCID 180AcetoneHCID 6909Trichloroisocyanuric AcidHCID 669690955,6-dichloro-1-methyl-2-isopropenyl-1H-benzimidazole

Produkt 1

HCID 116522571-Chloro-2-(5,6-dichloro-1-methyl-1H-benzoimidazol-2-yl)-propan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 5,6-dichloro-1-methyl-2-isopropenyl-1H-benzimidazole (2.5 g) in acetone (30 mL) and water (6 mL) at room temperature was added trichloroisocyanuric acid (845 mg). The resulting mixture was stirred at room temperature for 18 h. The reaction mixture was quenched with water, extracted with EtOAc, and dried over Na2SO4. After removal of the dessicant by filtration, concentration yielded an orange crude oil. The crude product was purified by flash chromatography (10%-40% EtOAc/hexanes) to yield the title compound as a yellow solid.

Aufarbeitung

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with EtOAc
  3. dry with materialdried over Na2SO4
  4. customAfter removal of the
  5. filtrationdessicant by filtration, concentration
  6. customyielded an orange crude oil
  7. customThe crude product was purified by flash chromatography (10%-40% EtOAc/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-f23e3eaf0e534f78a91fddf5effe4217
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348438B2

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