Carbon Dioxide → 4,5-dichloro-1H-imidazole-2-carboxylic Acid

HRID 1197168Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1197168
[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].[C:8]([O-])([O-:10])=[O:9].[K+].[K+].C(=O)=O.Cl>O>[Cl:1][C:2]1[N:3]=[C:4]([C:8]([OH:10])=[O:9])[NH:5][C:6]=1[Cl:7]

Komponenten

6

Edukt 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 1400184,5-Dichloroimidazole

Produkt 1

HCID 109761024,5-dichloro-1H-imidazole-2-carboxylic AcidAusbeute 75,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

A mixture of 137 g (1 mol) of 4,5-dichloroimidazole, 414 g (3 mol) of K2CO3 and 1,000 ml of carbon dioxide was stirred in an autoclave at 200° C. under autogenous pressure for 10 hours. The solid output was pulverized, suspended in 2 1 of water and brought to pH 3-4 with concentrated hydrochloric acid while being cooled with ice. The resulting precipitate was filtered off and recrystallized from water to give 136 g (75%) of 4,5-dichloroimidazole-2-carboxylic acid (Compound No. 1); mp. 240° C. (dec.).

Aufarbeitung

  1. temperaturewhile being cooled with ice
  2. filtrationThe resulting precipitate was filtered off
  3. customrecrystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-0888c105870f4432ae7118bbb6904123
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05117004

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