Reaction #2298620

Reaction equation

3H-thieno[3,2-d]pyrimid-4-one

3H-Thieno[3,2-d]pyrimid-4-one

bromine

sodium bicarbonate

→

7-bromo-3H-thieno[3,2-d]pyrimid-4-one

Yield 64.0%

Solvents

acetic acid

acetic acid

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureat reflux for 8 hours
3. 3
   FiltrationThe solid product was collected by vacuum filtration

Procedure

To a solution of 3H-thieno[3,2-d]pyrimid-4-one (82, 0.98 g, 6.4 mmol) in acetic acid (3.4 mL) was added a solution of bromine (1 mL) in acetic acid (3 mL). The reaction mixture was heated at reflux for 8 hours. The resulting suspension was allowed to cool to room temperature and then poured into a saturated aqueous solution of sodium bicarbonate to neutralize. The solid product was collected by vacuum filtration to give 7-bromo-3H-thieno[3,2-d]pyrimid-4-one (0.94 g, 64% yield) as a pale yellow solid.

Source