Pyridine → methyl 2-(acetylamino)-5-chloro-3-thiophenecarboxylate

HRID 1605966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605966
[C:1]([NH:4][C:5]1[S:6][CH:7]=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11])(=[O:3])[CH3:2].C(Cl)(Cl)[Cl:15].N1C=CC=CC=1.ClCl>C(Cl)(Cl)(Cl)Cl>[C:1]([NH:4][C:5]1[S:6][C:7]([Cl:15])=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 6212ChloroformHCID 24526ChlorineHCID 2808565Methyl 2-acetamidothiophene-3-carboxylate

Produkt 1

HCID 818981methyl 2-(acetylamino)-5-chloro-3-thiophenecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a stirred solution of 4 parts of methyl 2-acetamidothiophene-3 -carboxylate in a mixture of 80 parts by volume of chloroform and 12 parts by volume of pyridine, 20 parts by volume of a 10 % (W/V) solution of chlorine in carbon tetrachloride is added dropwise. After stirring for further 30 minutes, the mixture is washed with an aqueous sodium bicarbonate solution and, then, with water. Evaporation of the solvent, and recrystallization of the residue from methanol gives methyl 2-acetamido-5-chlorothiophene-3-carboxylate as crystals. Colorless needles, melting point: 110°-110.5°C.

Aufarbeitung

  1. additionis added dropwise
  2. washthe mixture is washed with an aqueous sodium bicarbonate solution
  3. customEvaporation of the solvent, and recrystallization of the residue from methanol

Quellen und Nachweise

ORD-Eintrag
ord-d01d152cd831486284405324321464df
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03951989

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