Thionyl Chloride → 3-(chloromethyl)-4-methyl-4H-1,2,4-triazole hydrochloride

Reaktionsgleichung

S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[N:11]([CH3:12])[CH:10]=[N:9][N:8]=1>>[ClH:3].[Cl:3][CH2:6][C:7]1[N:11]([CH3:12])[CH:10]=[N:9][N:8]=1

Komponenten

Edukt 2

HCID 24386Thionyl Chloride

HCID 15707893(4-methyl-4H-1,2,4-triazol-3-yl)methanol

Produkt 1

HCID 223819093-(chloromethyl)-4-methyl-4H-1,2,4-triazole hydrochloride

Versuchsvorschrift

To thionyl chloride (2.0 ml) was added at 0° C. 3-hydroxymethyl-4-methyl-4H-1,2,4-triazole (0.15 g), and the mixture was refluxed for 1.5 hour. The reaction mixture was concentrated under reduced pressure, to which was added diethyl ether. Resulting crystals were collected by filtration and dissolved in ethanol, to which was added diethyl ether for recrystallization to afford 3-chloromethyl-4-methyl-4H-1,2,4-triazole hydrochloride (0.22 g) as colorless prisms, m.p. 96°-97° C.

Aufarbeitung

concentrationThe reaction mixture was concentrated under reduced pressure, to which
additionwas added diethyl ether
customResulting crystals
filtrationwere collected by filtration
dissolutiondissolved in ethanol, to which
additionwas added diethyl ether
customfor recrystallization

Quellen und Nachweise

ORD-Eintrag: ord-a3b94bad97f84c95a707606a77dcd282
Quelldatensatz: uspto-grants-1995_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05405861

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