反应详情

The above urea (8.0 g, 23 mmol) was reacted with 1-(2-methoxyphenyl)piperazine hydrochloride (10.48 g, 45 mmol), NaI (1.72 g, 11 mmol) and NaHCO3 (7.69 g, 92 mmol) in 50 mL of 2-propanol at reflux for 6 hours under a nitrogen blanket. After cooling, water was added and the 2-propanol was removed by distillation. The brown residue was dissolved in CH2Cl2 and washed with water and brine and dried (MgSO4). After the solvent has been removed in vacuo, the tan residue was dissolved in MeOH and treated with 1.1 equivalents of 50% NaOH and the solution was refluxed for 3.5 hours. The pH of the solution was adjusted to 6 with 2N HCL and the methanol was removed by distillation. The resulting oil was dissolved in CH2Cl2 and washed with water and brine and dried (MgSO4). Solvent removal produced 10.81 g (91%) of 3-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]thieno[3,4-d]pyrimidine-2,4-dione which was crystallized from CH2Cl2 /ether to afford a tan solid, mp 148°-153° C.

1. temperatureat reflux for 6 hours under a nitrogen blanket
2. temperatureAfter cooling
3. customthe 2-propanol was removed by distillation
4. dissolutionThe brown residue was dissolved in CH2Cl2
5. washwashed with water and brine
6. dry with materialdried (MgSO4)
7. customAfter the solvent has been removed in vacuo
8. dissolutionthe tan residue was dissolved in MeOH
9. temperaturethe solution was refluxed for 3.5 hours
10. customthe methanol was removed by distillation
11. dissolutionThe resulting oil was dissolved in CH2Cl2
12. washwashed with water and brine
13. dry with materialdried (MgSO4)
14. customSolvent removal