HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 178429448, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 178429452 | HCID 178429452 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | HCID 86647907 | HCID 86647907 | — |
| Product | HCID 178429448 | HCID 178429448 | 35.5% |
Reaction Steps
2-{[(2-chloro-4-nitrophenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (282 mg, 1.0 mmol) was dissolved in DCM/EtOH/H2O (20 mL/20 mL/10 mL). Iron (550 mg, 10 mmol) and NH4Cl (540 mg, 10 mmol) were added. The mixture was stirred at room temperature for 3 hours. DCM (200 mL) was added to extract the product. The organic phase was dried over MgSO4 and evaporated. The crude product was purified by CombiFlash (0 to 8% MeOH/DCM) to provide the title compound as a yellow solid (100 mg, 35% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.22 (s, 3H), 4.37 (s, 2H), 5.95 (br, 1H), 6.65 (d, 1H), 6.92 (s, 1H), 7.38 (d, 1H); M+282.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-9b5e489e762643ce86f4d13911808593 |
| Source note | uspto-grants-2016_04 |