تفاعل #2298626

ord-34e2d7db353e435aa16e02584e3844b6

معادلة التفاعل

O=c1[nH]cnc2cc(-c3ccsc3)sc12
6-(3-thienyl)-3H-thieno[3,2-d]pyrimid-4-one
O=c1[nH]cnc2cc(-c3ccsc3)sc12
6-(3-Thienyl)-3H-thieno[3,2-d]pyrimid-4-one
O=P(Cl)(Cl)Cl
phosphorus oxychloride
O=C([O-])O.[Na+]
sodium bicarbonate
Clc1ncnc2cc(-c3ccsc3)sc12
6-(3-thienyl)-4-chlorothieno[3,2-d]pyrimidine
المردود 81.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةat reflux for 1 hour
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    غسيلThe organic layer was washed with water
  4. 4
    تجفيفdried over anhydrous magnesium sulfate
  5. 5
    أخرىthe solvent evaporated under reduced pressure

الإجراء التجريبي

A solution of 6-(3-thienyl)-3H-thieno[3,2-d]pyrimid-4-one (218, 74 mg, 0.32 mmol) in phosphorus oxychloride (2 mL) under N2 was heated at reflux for 1 hour. The resulting solution was allowed to cool to room temperature, poured into a saturated aqueous solution of sodium bicarbonate to neutralize and then extracted with ethyl acetate. The organic layer was washed with water followed by saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and the solvent evaporated under reduced pressure to yield 6-(3-thienyl)-4-chlorothieno[3,2-d]pyrimidine (65 mg, 81% yield) as a yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE039267E1uspto-grants-2006_09