Reacción #955971

ord-ca288ede37584a1b87b069c2f276a2c6

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe crude product is collected by filtration of the cold reaction mixture
  2. 2
    OtroAnother portion of product can be recovered
  3. 3
    Lavadoby washing the filtrate with 5% hydrochloric acid
  4. 4
    Otroevaporating the solvent
  5. 5
    OtroThe target molecule is purified by recrystallization from toluene
  6. 6
    workup.DISSOLUTIONdissolved in 150 ml of thionyl chloride
  7. 7
    Temperaturarefluxed for 3 hrs
  8. 8
    ConcentraciónThe reaction mixture is concentrated down
  9. 9
    Otrodried
  10. 10
    Otropurified

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08968885B2uspto-grants-2015_03