HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Bromo-2-[(3-ethoxy-3-oxopropanoyl)(propan-2-yl)amino]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl malonate chloride | HCID 22464965 | — |
| Reactant | 4-Bromo-2-(isopropylamino)benzoic acid | HCID 24824647 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-2-[(3-ethoxy-3-oxopropanoyl)(propan-2-yl)amino]benzoic acid | HCID 86679802 | 72% |
Reaction Steps
To a solution of 4-bromo-2-(propan-2-ylamino)benzoic acid (6.8 g, 26.64 mmol) in 260 mL of DCM is added triethylamine (4 mL, 31.6 mmol), followed by dropwise addition of ethyl malonate chloride (4.0 mL, 31. mmol). The mixture is stirred for 2 hours at room temperature, and then poured into molar hydrochloric acid solution and extracted with EtOAc. The organic phase is washed with water and with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated to dryness. 7.15 g of a pale yellow solid are obtained (yield: 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169246B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-b31ad14ad9db474baa0600e1a45f6bca |
| Source note | uspto-grants-2015_10 |