Pentane → HCID 67079865, Verbindung

HRID 2194336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2194336
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2OC(=O)[S:12][N:11]=2)=[CH:4][CH:3]=1.[S:16]([C:26]#[N:27])([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17].CCCCC>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]2[N:27]=[C:26]([S:16]([C:19]3[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[S:12][N:11]=2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 8003PentaneHCID 87946p-Toluenesulphonyl cyanideHCID 67079379HCID 67079379, Verbindung

Produkt 1

HCID 67079865HCID 67079865, VerbindungAusbeute 64,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

10.90 g (45.1 mmol) of 5-[2-(4-chlorophenyl)ethyl]-1,3,4-oxathiazol-2-one and 8.58 g (47.4 mmol) of tosyl cyanide are stirred in 11 ml of 1,2-dichlorobenzene at 160° C. for 1 h. Subsequently, the reaction mixture is cooled and treated with 10 ml of pentane, and the precipitate is filtered off and dried under vacuum. 11.06 g of product are obtained (99.9% purity, 64.7% yield, log P (pH 2.3)=4.62).

Aufarbeitung

  1. temperatureSubsequently, the reaction mixture is cooled
  2. filtrationthe precipitate is filtered off
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3dc11fe6a6374556bb35521513458143
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08334235B2

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