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Calcium Chloride → Benzenamine,4-[(imidazo[1,2-a]pyridin-3-ylmethyl)thio]-

HRID 856662
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 856662
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12]2[N:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[Ca+2].[Cl-]>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12]2[N:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)=[CH:6][CH:5]=1
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Komponenten

4

Edukt 2

HCID 5284359Calcium ChlorideHCID 229383933-(4-Nitrophenylthiomethyl)imidazo[1,2-a]pyridine

Produkt 1

HCID 22938675Benzenamine,4-[(imidazo[1,2-a]pyridin-3-ylmethyl)thio]-Ausbeute 84,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(4-nitrophenylthiomethyl)imidazo[1,2-a]pyridine (1.5 g), reduced iron (1.47 g) and calcium chloride (0.29 g) in 15% hydrous ethanol (45 ml) was heated to reflux for 5 hours. After cooling to room temperature, and the precipitates were removed by filtration. After concentrating the filtrate, water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The precipitated crystals were collected by filtration. The crystals were washed with diisopropylether, to give 3-(4-aminophenylthiomethyl)imidazo[1,2-a]pyridine (1.13 g) as pale yellow crystals.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 5 hours
  3. customthe precipitates were removed by filtration
  4. concentrationAfter concentrating the filtrate, water
  5. additionwas added to the mixture
  6. extractionthe mixture was extracted with ethyl acetate
  7. washThe organic layer was washed with saturated brine
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. filtrationThe precipitated crystals were collected by filtration
  11. washThe crystals were washed with diisopropylether

Quellen und Nachweise

ORD-Eintrag
ord-72b251f80b084310822916fe9048e6c0
Quelldatensatz
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07262185B2

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