HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59854770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Chloro-N,N-dimethylformiminium chloride | HCID 77311 | — |
| Reactant | HCID 59854727 | HCID 59854727 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Acetate | HCID 517045 | — |
| Product | HCID 59854770 | HCID 59854770 | — |
Reaction Steps
POCl3 (3.5 ml) was added slowly to a cold, dry DMF (2.3 ml). 3-Benzyl-2-(3,4,5-trimethoxyphenyl)-6,7-dihydro-3H,5H-benzo[4,5]thieno[2,3-d]pyrimidine-4,8-dione (compound No. 2) (0.5 g, 1.1 mmol) in 1,2-dichloroethane was added slowly to the Vilsmeier reagent and stirred at room temperature for three hours after which the reaction mixture was refluxed for 15 minutes. After stirring overnight at room temperature the reaction mixture was diluted with dichloromethane and neutralized with NaOAc-solution (12 g/l 00 ml). The product was extracted with dichloromethane (3×30 ml). Organic phase was washed with water and dried. The crude product was purified by flash chromatography. The yield was 0.45 g (82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465739B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-5b53aab33c9542a4a7f8eab8f6b724ee |
| Source note | uspto-grants-2008_12 |