Triethylamine → 2-(Chloromethyl)-1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazole

HRID 714633Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714633
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:3]=1[CH2:4][N:5]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[N:7]=[C:6]1[CH2:13]O.C(N(CC)CC)C.S(Cl)([Cl:29])=O>ClCCl>[Cl:29][CH2:13][C:6]1[N:5]([CH2:4][C:3]2[C:2]([Cl:1])=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:19])[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[N:7]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 24386Thionyl Chloride2×HCID 67410386[1-(2,6-Dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methanol

Produkt 1

HCID 674099292-(Chloromethyl)-1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

210 mg (0.70 mmol) of the compound from Example 37A were dissolved in 10 ml of dichloromethane, and 145 μl (1.04 mmol) of triethylamine and 61 μl (0.83 mmol) of thionyl chloride were added at 0° C. The mixture was stirred at RT for 24 h. A further 200 μl (2.72 mmol) of thionyl chloride were then added, and the mixture was stirred under reflux for 15 min. Under reduced pressure, the reaction mixture was then freed from all volatile components. This gave, in a purity of 88%, 200 mg (80% of theory) of the target compound, which was reacted further without any further purification.

Aufarbeitung

  1. stirringthe mixture was stirred
  2. temperatureunder reflux for 15 min
  3. customThis gave, in a purity of 88%, 200 mg (80% of theory) of the target compound, which was reacted further without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-7ca9cbf52d864006b20986c798521ac7
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187466B2

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