تفاعل #2298621

ord-867ac4ad339d4d5ba9c5951f2f52e8fb

معادلة التفاعل

O=c1[nH]cnc2c(Br)csc12
7-bromo-3H-thieno[3,2-d]pyrimid-4-one
O=c1[nH]cnc2c(Br)csc12
7-Bromo-3H-thieno[3,2-d]pyrimid-4-one
O=P(Cl)(Cl)Cl
phosphorus oxychloride
O=C([O-])O.[Na+]
sodium bicarbonate
Clc1ncnc2c(Br)csc12
7-bromo-4-chlorothieno[3,2-d]pyrimidine
المردود 82.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةat reflux for 1 hour
  2. 2
    استخلاصThe aqueous mixture was extracted 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 7-bromo-3H-thieno[3,2-d]pyrimid-4-one (126, 0.94 g, 4.1 mmol) in phosphorus oxychloride (4 mL) under N2 was heated at reflux for 1 hour. The resulting solution was allowed to cool to room temperature and then poured into a saturated aqueous solution of sodium bicarbonate to neutralize. The aqueous mixture was 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 7-bromo-4-chlorothieno[3,2-d]pyrimidine (0.83 g, 82% yield) as a yellow solid.

المصدر

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