تفاعل #6216

ord-2a1a95ef38c0417b99080a5543b0a5c5

معادلة التفاعل

Cl.Cl.NCCCSc1ccncc1
4-(3-aminopropylthio)pyridine dihydrochloride
CCN(CC)CC
triethylamine
O=C(Cl)c1ccco1
2-furoyl chloride
O=C(NCCCSc1ccncc1)c1ccco1
desired compound
المردود 87.3%
O=C(NCCCSc1ccncc1)c1ccco1
4-[3-(2-furoylamino)propylthio]pyridine
المردود 87.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooling
  2. 2
    workup.STIRRINGThe mixture was stirred at room temperature for 30 minutes
  3. 3
    غسيلThe reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
  4. 4
    أخرىdried
  5. 5
    workup.DISTILLATIONthe solvent was distilled off
  6. 6
    أخرىThe residue was purified by column chromatography (eluent: ethyl acetate)
  7. 7
    أخرىto obtain powder
  8. 8
    غسيلThe powder was washed with ether
  9. 9
    أخرىdried

الإجراء التجريبي

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.78 ml (19.9 mmol) of triethylamine in 40 ml of methylene chloride, 0.49 ml (4.98 mmol) of 2-furoyl chloride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain powder. The powder was washed with ether and dried to obtain 950 mg of the desired compound (yield: 87.3%, colorless powder).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05246948uspto-grants-1993_09