Oxalyl chloride → 1-Methyl-4-nitro-1H-imidazole-2-carbonyl chloride

HRID 327427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327427
[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[N:4]=[C:3]1[C:10]([OH:12])=O.C(Cl)(=O)C([Cl:16])=O>C1COCC1>[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[N:4]=[C:3]1[C:10]([Cl:16])=[O:12]

Komponenten

4

Edukt 2

HCID 65578Oxalyl chloride2×HCID 120679981-Methyl-4-nitro-1H-imidazole-2-carboxylic acid

Produkt 1

HCID 191086291-Methyl-4-nitro-1H-imidazole-2-carbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of 1-methyl-4-nitroimidazole-2-carboxylic acid (3.00 g, 17.5 mmol) in dry THF (30 mL) was slowly added oxalyl chloride (12 mL). The reaction mixture was heated to reflux under a drying tube for 45 minutes at which time the excess oxalyl chloride and THF were removed under reduced pressure and the acid chloride coevaporated twice with dry CH2Cl2 (20 mL each) yielding 1-methyl-4-nitroimidazole-2-carbonyl chloride as a yellow powder.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. customwere removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c4c400ae5f8048268425aac0e1979e00
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273991

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