Thionyl Chloride → N-cycloheptylmethyl-N-(2-chloroethyl)ammonium chloride

Reaktionsgleichung

[CH:1]1([CH2:8][NH:9][CH2:10][CH2:11]O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O=S(Cl)[Cl:15]>>[Cl-:15].[CH:1]1([CH2:8][NH2+:9][CH2:10][CH2:11][Cl:15])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

Edukt 2

HCID 24386Thionyl Chloride

HCID 18316190N-cycloheptylmethyl-N-(2-hydroxyethyl)amine

Produkt 1

HCID 18316106N-cycloheptylmethyl-N-(2-chloroethyl)ammonium chloride

Versuchsvorschrift

2-Hydroxyethylamine was reacted with cycloheptylmethyl bromide according to Method B2a to give N-cycloheptylmethyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-cycloheptylmethyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 2-methyl-4-nitrophenyl isothiocyanate to give 2-(2-methyl-4-nitrophenylimino)-3-(cycloheptylmethyl)-1,3-thiazolidine.

Quellen und Nachweise

ORD-Eintrag: ord-1eb431c0288f4bc899a49b9d22af3052
Quelldatensatz: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06353006B1

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