Thionyl Chloride → 2-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride

HRID 1871946Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1871946
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][S:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14]O)[C:9]=1[CH3:16].S(Cl)([Cl:19])=O>C(Cl)Cl>[ClH:19].[Cl:19][CH2:14][C:10]1[C:9]([CH3:16])=[C:8]([S:7][CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH:13]=[CH:12][N:11]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 186900004-(2-Furylmethylthio)-2-hydroxymethyl-3-methylpyridine

Produkt 1

HCID 224607712-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

10.0 g (0.042 mol) of 4-(2-furylmethylthio)-2-hydroxymethyl-3-methylpyridine are dissolved in methylene chloride (100 ml), 1.2 equivalents of thionyl chloride are added dropwise at RT and the mixture is stirred at RT for 20 h. It is concentrated completely and the title compound is obtained as an oily residue, which gradually crystallizes and, if desired, can also be used as a solution in ethanol directly for reaction with substituted 2-mercaptobenzimidazoles. For purification, the residue is recrystallized from hot isopropanol with the addition of active charcoal. 9.0 g (74% of theory) of the title compound are obtained as colorless crystals of m.p. 159-161° C. (decomp.).

Aufarbeitung

  1. concentrationIt is concentrated completely

Quellen und Nachweise

ORD-Eintrag
ord-de78e19098984122a5e4b29c6decc1ab
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06107312

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