Reacción #2460300

ord-e4077168dc75468aa1950b9c830a5b79

Ecuación de reacción

O=C(O)c1ccc(I)cc1
4-iodobenzoic acid
O=C(O)c1ccccc1S
thiosalicylic acid
O=C(O)c1ccc(Sc2ccccc2C(=O)O)cc1
2,4′-thiobis(benzoic acid)

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturaat reflux for 5 h
  3. 3
    Temperaturacooled
  4. 4
    FiltraciónThe reaction mixture was filtered
  5. 5
    OtroThe precipitate was collected
  6. 6
    Lavadowashed with water
  7. 7
    workup.DISSOLUTIONdissolved
  8. 8
    Filtraciónfiltered
  9. 9
    ConcentraciónThe filtrate was concentrated

Procedimiento

First, 2,4′-thiobis(benzoic acid) was prepared. A mixture of 4-iodobenzoic acid (55.7 g, 225 mmol), thiosalicylic acid (34.6 g, 225 mmol), copper powder (15 g, 236 mmol), zinc powder (3 g, 46 mmol), and 2.5 M aqueous sodium hydroxide (400 mL) was heated at reflux for 5 h and then cooled to ambient. The reaction mixture was filtered, and the filtrate was acidified with concentrated HCl. The precipitate was collected and washed with water, then dissolved and filtered. The filtrate was concentrated to deposit 2,4′-thiobis(benzoic acid), mass 50 g (81% of theory).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07459263B2uspto-grants-2008_12