HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-(1H-Benzimidazol-1-ylmethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-(chloromethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 18366615 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(1H-Benzimidazol-1-ylmethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 18366621 | 63.3% |
Reaction Steps
Benzimidazole (0.083 g) and sodium hydride (60% dispersion, 0.031 g) were added to 6-(chloromethyl)-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.21 g) in dry dimethylformamide (10 ml) and the reaction was stirred for 2 hours at room temperature. Water was added to the reaction mixture which was then extracted with ethyl acetate (3×50 ml). The combined organic phases were washed with brine and dried, filtered and evaporated. The residue was triturated with diethyl ether to give the title compound (0.163 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06300334B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-82e0af729210440ebc98861ff77d6cb3 |
| Source note | uspto-grants-2001_10 |