Pyridine → 4-(Methylsulfonamido)benzoic acid

HRID 463671

Reaktionsgleichung

Reaktionsgleichung von HRID 463671
N1C=CC=CC=1.[NH2:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][CH:9]=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl>[CH3:19][S:20]([NH:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1)(=[O:22])=[O:21]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 2337BenzocaineHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 2506534-(Methylsulfonamido)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To 215.2 g (2.72 mole) of pyridine in 1250 ml of dichloromethane is added 238 g (1.44 mole) of ethyl 4-aminobenzoate. After cooling to 0° C., a solution of 177.6 g (1.55 mole) of methanesulfonyl chloride in 250 ml of dichloromethane is added with stirring. Upon completion of the addition, the ice bath is removed and the reaction is stirred for one hour at room temperature.

Aufarbeitung

  1. additionUpon completion of the addition
  2. customthe ice bath is removed
  3. stirringthe reaction is stirred for one hour at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-98f76ec3828f43fabcd0c535838e6578
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544654

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