HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenamine, 2-chloro-N-methyl- → n-(2-Chlorophenyl)-n,4,4-trimethyl-4h-thieno[3,2-c]chromene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenamine, 2-chloro-N-methyl- | HCID 136736 | — |
| Reactant | 4,4-Dimethyl-4h-thieno[3,2-c]chromene-2-carbonyl chloride | HCID 57900461 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n-(2-Chlorophenyl)-n,4,4-trimethyl-4h-thieno[3,2-c]chromene-2-carboxamide | HCID 57900400 | 31% |
Reaction Steps
To a solution of 2-chloro-N-methylaniline (32.10 uL, 0.2750 mmol) in 1.2 M of Pyridine in methylene chloride (0.8333 mL) was added a pinch of DMAP, followed by the addition of 4,4-dimethyl-4H-thieno[3,2-c]chromene-2-carbonyl chloride (70.2 mg, 0.250 mmol). The reaction was stirred at room temperature under N2 with LC/MS monitor. The crude product was purified on silica to give 30 mg 141bp. Yield=31% of theoretical. MS: (ESI+)=385
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846762B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-55acad43fddc48a9a8b28dc4c8b7f419 |
| Source note | uspto-grants-2014_09 |