2,4-DICHLORO-6-METHYLTHIENO[3,2-D]PYRIMIDINE

Phosphorus oxychloride (6.85 g, 44.8 mmol) was added to a DMF (1 mL) solution of 2, 4-dihydroxy-6-methylthieno[3, 2-d]pyrimidine (2.72 g, 14.9 mmol), followed by heating under reflux at 100°C for 2 hours. A mixture of 2, 4-dihydroxy-6-methyl-thieno[3, 2-d]pyrimidine 4c (45.14 g, 0.25 mol) and phosphorus oxychloride (500 ml) was refluxed for 10 h, whereby a clear brown solution was formed. The reaction mixture was cooled to room temperature and the excess of phosphorus oxychloride was evaporated in vacuo. The residue was poured into ice water and the aqueous mixture was extracted with chloroform. The organic phase was separated, washed with water until neutral and dried over magnesium sulfate. The final solution was passed through a silica gel plug. The solvent was evaporated in vacuo to yield 25.37 g of white solid. Recrystallizion from ethanol afforded 4d (22.5 g, 41percent) as white needles.

Molecular Weight:219.09
XLogP3:3.6
Hydrogen Bond Acceptor Count:3
Exact Mass:217.9472247
Monoisotopic Mass:217.9472247
Topological Polar Surface Area:54
Heavy Atom Count:12
Complexity:181
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes