Cyclopentanethiol → 3-Ethyl 5-methyl 4-(cyclopentylthio)-6-(difluoromethyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

HRID 255444

Reaktionsgleichung

Reaktionsgleichung von HRID 255444
[F:1][CH:2]([F:23])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5](Cl)[C:4]=1[C:19]([O:21][CH3:22])=[O:20].[CH:24]1([SH:29])[CH2:28][CH2:27][CH2:26][CH2:25]1>C1COCC1>[CH:24]1([S:29][C:5]2[C:4]([C:19]([O:21][CH3:22])=[O:20])=[C:3]([CH:2]([F:23])[F:1])[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:28][CH2:27][CH2:26][CH2:25]1

Komponenten

4

Edukt 2

HCID 15510CyclopentanethiolHCID 140137713-Ethyl 5-methyl 6-(difluoromethyl)-4-chloro-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

Produkt 1

HCID 140138533-Ethyl 5-methyl 4-(cyclopentylthio)-6-(difluoromethyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylateAusbeute 107,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

This compound was prepared as described in Example 108: 3 g (0.0083 mol) of product of Example 103, 1.02 g (0.01 mol) of cyclopentylmercaptan and 0.36 g (0.009 mol) of 60NaH in 50 ml of dry THF were reacted affording 3.8 g of a red oil. Crude was purified by HPLC using 1ethyl acetate/cyclohexane as eluting solvent to give 2.5 g of a light yellow oil which gas chromatography showed to be 94% pure. This material was passed through a spinning plate preparative chromatograph in two different portions of 1.25 g each (eluting solvent: 40CH2Cl2 /cyclohexane) to give, after kugelrohr distillation at 105-125° C./106 Pa, 1.95 g (55%) of product as a clear oil; nD25 1.4831.

Aufarbeitung

  1. customThis compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-5e860d3b75524dbbabf3d5613d1ed26c
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698093

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