Reaktion #955971

ord-ca288ede37584a1b87b069c2f276a2c6

Reaktionsgleichung

O=C1OC(=O)c2cscc21
thiophene-3,4-dicarboxylic anhydride
CCCCC(CC)CCc1c(F)c(F)c(N)c(F)c1F
4-(3-ethylheptyl)-2,3,5,6-tetrafluoroaniline
CCCCC(CC)CCc1c(F)c(F)c(N2C(=O)c3cscc3C2=O)c(F)c1F
5-(4-(3-ethylheptyl)-2,3,5,6-tetrafluorophenyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe crude product is collected by filtration of the cold reaction mixture
  2. 2
    SonstigeAnother portion of product can be recovered
  3. 3
    Waschenby washing the filtrate with 5% hydrochloric acid
  4. 4
    Sonstigeevaporating the solvent
  5. 5
    SonstigeThe target molecule is purified by recrystallization from toluene
  6. 6
    workup.DISSOLUTIONdissolved in 150 ml of thionyl chloride
  7. 7
    Temperaturrefluxed for 3 hrs
  8. 8
    EinengenThe reaction mixture is concentrated down
  9. 9
    Sonstigedried
  10. 10
    Sonstigepurified

Vorschrift

A solution of thiophene-3,4-dicarboxylic anhydride (8.0 mmol) and 4-(3-ethylheptyl)-2,3,5,6-tetrafluoroaniline (8.5 mmol) in 125 ml of toluene is refluxed for 24 h. The crude product is collected by filtration of the cold reaction mixture. Another portion of product can be recovered by washing the filtrate with 5% hydrochloric acid and then evaporating the solvent. The target molecule is purified by recrystallization from toluene, dissolved in 150 ml of thionyl chloride and refluxed for 3 hrs. The reaction mixture is concentrated down, dried, and purified.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08968885B2uspto-grants-2015_03