Ethanol → HCID 23033856, Verbindung

HRID 1393350Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1393350
Br[C:2]1[S:3][C:4]2[C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(O)C>C(OCC)C>[N:14]1([C:2]2[S:3][C:4]3[C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 8082PiperidineHCID 230338792-Bromo-1,3-benzothiazole-7-carboxylic acid

Produkt 1

HCID 23033856HCID 23033856, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
72.5 °C

Versuchsvorschrift

A mixture of ethyl ester of 2-bromobenzothiazole-7-carboxylic acid (572 mg, 2.00 mmol), piperidine (5 ml) and ethanol (1 ml) was stirred at 70-75° C. for 2.5 hrs. Diethyl ether (15 ml) was added to the mixture at room temperature and the precipitates were filtered off and washed with diethyl ether. The filtrate and washings were combined and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform) to give ethyl ester of 2-piperidinobenzothiazole-7-carboxylic acid (526 mg, 90%) as pale orange crystals.

Aufarbeitung

  1. filtrationthe precipitates were filtered off
  2. washwashed with diethyl ether
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-81da932fa6cc48f284da6c53c1200355
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345068B2

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