m-Chloroperbenzoic acid → 5-(m-Chlorobenzylsulfinyl)-2-pyridinecarboxylic acid methyl ester

HRID 259245

Reaktionsgleichung

Reaktionsgleichung von HRID 259245
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[CH:7][N:6]=1)=[O:4].ClC1C=CC=C(C(OO)=[O:28])C=1>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[O:28])=[CH:7][N:6]=1)=[O:4]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 539053865-(m-Chlorobenzylmercapto)-2-pyridinecarboxylic acid methyl ester

Produkt 1

HCID 537728025-(m-Chlorobenzylsulfinyl)-2-pyridinecarboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To the stirred solution of 10.28 g of 5-(m-chloro-benzylmercapto)-2-pyridinecarboxylic acid methyl ester in 150 ml of methylene chloride, cooled in an ice bath, 7.5 g of m-chloroperbenzoic acid are added in small portions during 10 minutes. The mixture is stirred for 3 hours, washed twice with 10% aqueous potassium bicarbonate, dried and evaporated. The residue is recrystallized from ethanol, to yield the 5-(m-chlorobenzylsulfinyl)-2-pyridinecarboxylic acid methyl ester of the formula ##STR6## melting at 143°-144°.

Aufarbeitung

  1. washwashed twice with 10% aqueous potassium bicarbonate
  2. customdried
  3. customevaporated
  4. customThe residue is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-9f0e0acdb3a14f2f9401ece3964be510
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036965

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