HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → 4-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | Methyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoate | HCID 59161754 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide | HCID 46184604 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Methyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoate (E114) and formamide dissolved in DMF under Ar were heated to 100° C. The NaOMe was then added and the reaction heated for 2 hours. The reaction was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The extracts were dried (MgSO4), filtered and evaporated. Column chromatography (SiO2, 0-100% EtOAc/Hex) gave pure 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide (E115).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450344B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-641c82e7b7814f9db0a75f6c9cf9b28f |
| Source note | uspto-grants-2013_05 |