تفاعل #955971

ord-ca288ede37584a1b87b069c2f276a2c6

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe crude product is collected by filtration of the cold reaction mixture
  2. 2
    أخرىAnother portion of product can be recovered
  3. 3
    غسيلby washing the filtrate with 5% hydrochloric acid
  4. 4
    أخرىevaporating the solvent
  5. 5
    أخرىThe target molecule is purified by recrystallization from toluene
  6. 6
    workup.DISSOLUTIONdissolved in 150 ml of thionyl chloride
  7. 7
    درجة الحرارةrefluxed for 3 hrs
  8. 8
    تركيزThe reaction mixture is concentrated down
  9. 9
    أخرىdried
  10. 10
    أخرىpurified

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08968885B2uspto-grants-2015_03