HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-(2,4-dichlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloro-N-methylaniline | HCID 2800935 | — |
| Reactant | 4,5-Dihydrobenzo[b]thieno[2,3-d]oxepine-2-carbonylchloride | HCID 57900147 | — |
| Product | N-(2,4-dichlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide | HCID 57900434 | — |
Reaction Steps
To a solution of N-methyl-2,4-dichloroaniline (0.133 g, 0.755 mmol) and triethylamine (0.105 mL, 0.755 mmol) in tetrahydrofuran (1.5 mL, 18 mmol) was added 4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carbonyl chloride (0.100 g, 0.378 mmol) portion wise as a solid. Reaction was stirred at room temperature with monitor for formation of desired product. The reaction was stirred overnight. After aqueous workup, the crude was taken into DMF at a concentrated of 100 mg/ml and purified by preparative RP-HPLC to give 108. Yield=30% of theoretical. MS: (ESI+) 405.5
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309265B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e72b60b82f1049148e67649b9609396c |
| Source note | uspto-grants-2016_04 |