Potassium Carbonate → HCID 86631471, Verbindung

HRID 911777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 911777
C([NH:9][C:10](=[S:32])[NH:11][C:12]1[C:17]([O:18][C:19]2[CH:20]=[C:21]([CH:27]=[CH:28][C:29]=2[Cl:30])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:16][C:15]([Br:31])=[CH:14][N:13]=1)(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>C(O)C>[Br:31][C:15]1[CH:16]=[C:17]([O:18][C:19]2[CH:20]=[C:21]([CH:27]=[CH:28][C:29]=2[Cl:30])[C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:12]([NH:11][C:10]([NH2:9])=[S:32])=[N:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 86631470HCID 86631470, Verbindung

Produkt 1

HCID 86631471HCID 86631471, VerbindungAusbeute 26,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 3-(2-(3-benzoylthioureido)-5-bromopyridin-3-yloxy)-4-chlorobenzoate (8.05 g, 15.1 mmol) and K2CO3 (10.4 g, 75.3 mmol) were placed in ethanol (150 mL) and heated to reflux for 2 days and then cooled. The reaction mixture was filtered and the filtrate was concentrated, triturated with water, and dried. The remaining solid was dissolved in CH2Cl2 and purified by silica gel chromatography to give ethyl 3-(5-bromo-2-thioureidopyridin-3-yloxy)-4-chlorobenzoate (1.70 g, 26.2% yield).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 2 days
  3. temperaturecooled
  4. filtrationThe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated
  6. customtriturated with water
  7. customdried
  8. dissolutionThe remaining solid was dissolved in CH2Cl2
  9. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6eb7d0bb8e97445295d7ff50a2a0d031
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022223B2

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