Hydrochloric Acid → Cyanuric chloride

HRID 354262Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354262
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1[Cl:3].[CH3:10][CH:11](O)[CH2:12][CH2:13][CH3:14].[S:16]([Cl:19])([Cl:18])=[O:17].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.Cl>[Cl-].[Zn+2].[Cl-].Cl>[Cl:3][CH:11]([CH2:12][CH2:13][CH3:14])[CH3:10].[S:16]([Cl:19])([Cl:18])=[O:17].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1[Cl:3]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 7954Cyanuric chloride2×HCID 223862-PentanolHCID 85801105Thionyl chloride pyridine

Produkt 3

HCID 7954Cyanuric chlorideHCID 122452-ChloropentaneHCID 85801105Thionyl chloride pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21263579ZINC chloride hydrogen chlorideKatalysator

Versuchsvorschrift

Methods of preparing isomerically pure alkyl chlorides are known and described in the literature. S. R. Sandler, J. Org. Chem. 35, 3967 (1970), describes the conversion of primary, secondary and tertiary alcohols into alkyl chloride compounds by reacting the alcohols with an excess of cyanuric chloride under anhydrous conditions. Furthermore, on page 3968 of the text, the reaction of 2-pentanol with cyanuric chloride, zinc chloride/hydrogen chloride, thionyl chloride/pyridine and with hydrogen chloride is described. Isomerically pure 2-chloro-pentane is obtained in a yield of 48% in the reaction with thionyl chloride/pyridine and in a yield of 57% in the reaction with cyanuric chloride alone.

Quellen und Nachweise

ORD-Eintrag
ord-40a752ee8b0e448f9a739b393706efb6
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06756513B2

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