Ammonia → HCID 67027581, Verbindung

HRID 2400360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2400360
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([C:10]([NH:12][NH2:13])=O)=[CH:6][C:5]=12.[CH3:14][C:15]([CH:17]=O)=O.[NH3:19]>C(O)C>[CH3:14][C:15]1[N:19]=[C:10]([C:7]2[CH:8]=[CH:9][N:4]3[CH:3]=[CH:2][N:1]=[C:5]3[CH:6]=2)[N:12]=[N:13][CH:17]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 880MethylglyoxalHCID 55281632Imidazo(1,2-a)pyridine-7-carbohydrazide

Produkt 1

HCID 67027581HCID 67027581, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide (705 mg, 4.0 mmol, 1.0 equiv) and pyruvic aldehyde (40 wt % in water, 0.8 ml) in ethanol (10 ml) was stirred at room temperature for 2.5 hours. Ammonia (2M in methanol, 10 ml) was added and stirred at room temperature for 15 minutes before heating to 100 deg C. in a microwave for 60 minutes. The reaction mixture was concentrated in vacuo and dichloromethane was added. After stirring at room temperature for 15 minutes the solid (recovered starting material) was filtered off and the liquors were purified by column chromatography (0-10% methanol/dichloromethane) furnishing 200 mg of a yellow solid. MS: [M+H]+212

Aufarbeitung

  1. stirringstirred at room temperature for 15 minutes
  2. temperaturebefore heating to 100 deg C
  3. waitin a microwave for 60 minutes
  4. concentrationThe reaction mixture was concentrated in vacuo and dichloromethane
  5. additionwas added
  6. stirringAfter stirring at room temperature for 15 minutes
  7. customthe solid (recovered starting material)
  8. filtrationwas filtered off
  9. customthe liquors were purified by column chromatography (0-10% methanol/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-55f02ad8d5b8411f8dfede7065b1320b
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796244B2

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