Potassium Carbonate → 2-Cyano-3-(diethoxythiophosphoryloxy)-5-ethylthio-thiophene

HRID 65585

Reaktionsgleichung

Reaktionsgleichung von HRID 65585
C(=O)([O-])[O-].[K+].[K+].[P:7](Cl)([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])=[S:8].[C:16]([C:18]1[S:19][C:20]([S:24][CH2:25][CH3:26])=[CH:21][C:22]=1[OH:23])#[N:17]>C(#N)C>[C:16]([C:18]1[S:19][C:20]([S:24][CH2:25][CH3:26])=[CH:21][C:22]=1[O:23][P:7]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])=[S:8])#[N:17]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 17305O,O-diethyl phosphorochloridothioateHCID 213179305-(Ethylsulfanyl)-3-hydroxythiophene-2-carbonitrile

Produkt 1

HCID 538270542-Cyano-3-(diethoxythiophosphoryloxy)-5-ethylthio-thiopheneAusbeute 86,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

7 g of potassium carbonate and 9.4 g of O,O-diethyl chlorothiophosphate were added to a solution of 9.3 g of 2-cyano-3-hydroxy-5-ethylthio-thiophene in 150 ml of acetonitrile and the mixture was stirred for 24 hours at 20° C. and was filtered. The filtrate was evaporated to dryness and the residue was chromatographed over silica gel. Elution with an 8-2 cyclohexane-ethyl acetate mixture yielded 14.6 g of 2-cyano-3-(diethoxythiophosphoryloxy)-5-ethylthio-thiophene with a refractive index of nD20 = 1.5635.

Aufarbeitung

  1. filtrationwas filtered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue was chromatographed over silica gel
  4. washElution with an 8-2 cyclohexane-ethyl acetate mixture

Quellen und Nachweise

ORD-Eintrag
ord-e62d9c3939ae42bf9f760fd70880f123
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128562

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