Hydrochloric Acid → Benzo[b]thiophene-6-carbonitrile

HRID 1845126Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1845126
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9](C(O)=O)[S:8][C:7]=2[CH:14]=1)#[N:2].N12CCCN=C1CCCCC2.Cl>CN(C)C(=O)C>[S:8]1[CH:9]=[CH:10][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:14][C:7]1=2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 106796506-Cyanobenzo[b]thiophene-2-carboxylic acid

Produkt 1

HCID 21816574Benzo[b]thiophene-6-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A microwave vial was charged with 6-cyanobenzo[b]thiophene-2-carboxylic acid (1.90 g, 9.35 mmol), 1,8-diazabicyclo[5.4.0]undec-7-ene (5.6 mL, 37.4 mmol) and N,N-dimethylacetamide (15 mL) and the reaction was subjected to microwave irradiation at 190° C. for 1 hour. After cooling, the reaction mixture was poured into 1N aq. HCl and extracted with ethyl acetate. The organic phase was concentrated under reduced pressure to get the product as light brown solid.

Aufarbeitung

  1. customirradiation at 190° C. for 1 hour
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic phase was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-524232558f104bde85cd2a4ee03859a5
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946439B2

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