Reacción #1824323

ord-08cb704054d34c1c97620d2ea49b955b

Ecuación de reacción

CCCCC(CC)Cn1c(C)nc2ccccc21
1-(2-ethylhexyl)-2-methylbenzimidazole
Cc1nc2ccccc2[nH]1
2-methylbenzimidazole
CCCCC(CC)CBr
2-ethylhexyl bromide
Nc1ccccc1S
o-aminothiophenol
[S]
sulphur
CCCCC(CC)Cn1c(-c2nc3ccccc3s2)nc2ccccc21
2-(1-(2-ethylhexyl)benzimidazol-2-yl)-benzothiazole

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaare heated for 18 hours
  2. 2
    Temperaturaunder reflux
  3. 3
    workup.DISTILLATIONThen the pyridine is distilled off
  4. 4
    workup.DISSOLUTIONthe remaining residue is dissolved
  5. 5
    Temperaturaby heating in 80 g of ethanol
  6. 6
    TemperaturaAfter cooling
  7. 7
    Otroare precipitated

Procedimiento

48.8 g (0.2 mol) of 1-(2-ethylhexyl)-2-methylbenzimidazole (prepared by the alkylation of 2-methylbenzimidazole and 2-ethylhexyl bromide under phase transfer conditions), 25 g (0.2 mol) of o-aminothiophenol and 19.2 g (0.6 mol) of sulphur in 200 ml of pyridine are heated for 18 hours under reflux. Then the pyridine is distilled off and the remaining residue is dissolved by heating in 80 g of ethanol. After cooling, 55.2 g (76% of theory) of the product, which, according to its melting point and BPLC and UV analysis, is identical to the compound obtained in Example 18 by route A, are precipitated.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05961960uspto-grants-1999_10