Thionyl Chloride → N-Cyclohexyl 4-Chlorobenzimidoyl Chloride

Reaktionsgleichung

[CH:1]1([NH:7][C:8](=O)[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:19])=O>>[CH:1]1([N:7]=[C:8]([Cl:19])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

Edukt 2

HCID 24386Thionyl Chloride

HCID 2254614-Chloro-N-cyclohexylbenzamide

Produkt 1

HCID 13477600N-Cyclohexyl 4-Chlorobenzimidoyl Chloride

Versuchsvorschrift

N-Cyclohexyl 4-chlorobenzamide (12.8 g, 53.9 mmole) and thionyl chloride (43.14 g, 363 mmole) were heated at reflux with stirring for 1.75 hours. Excess thionyl chloride was removed by distillation. The title compound was isolated by distillation (b.p. 130° C. at ~15 mm Hg) to yield 7.4 g (54%) of a clear colorless liquid which crystallized upon cooling.

Aufarbeitung

temperatureat reflux
customExcess thionyl chloride was removed by distillation

Quellen und Nachweise

ORD-Eintrag: ord-1a7be2027218483d9b1209200e215c66
Quelldatensatz: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04528382

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