Dimethyl Sulfoxide → Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

HRID 1845124Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1845124
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH:10]=O)[C:5]#[N:6].CS(C)=O.C(N(CC)CC)C.[SH:23][CH2:24][C:25]([O:27][CH3:28])=[O:26]>O>[C:5]([C:4]1[CH:7]=[CH:8][C:9]2[CH:10]=[C:24]([C:25]([O:27][CH3:28])=[O:26])[S:23][C:2]=2[CH:3]=1)#[N:6]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 27831503-Fluoro-4-formylbenzonitrile

Produkt 1

HCID 11031280Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A round bottom flask was charged with 3-fluoro-4-formylbenzonitrile (9.00 g, 60.4 mmol), dimethyl sulfoxide (90 mL), triethylamine (18.0 mL, 129 mmol), and subsequently methyl 2-mercaptoacetate (5.40 mL, 60.4 mmol). The reaction mixture was heated at 80° C. for 2 hours. After cooling, the reaction mixture was poured into water and the precipitated product was collected by filtration, dried and used in the next step without further purification.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe precipitated product was collected by filtration
  3. customdried
  4. customused in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-f035714f2b384703a09adaafccd42b7d
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946439B2

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