HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 4,6-Dibromo-2-[2-(4-methoxy-3-nitro-phenyl)-propionylamino]-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(4-Methoxy-3-nitrophenyl)propanoic acid | HCID 21444164 | — |
| Reactant | Methyl 2-amino-4,6-dibromobenzoate | HCID 68817243 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4,6-Dibromo-2-[2-(4-methoxy-3-nitro-phenyl)-propionylamino]-benzoic acid methyl ester | HCID 68817745 | 59.3% |
Reaction Steps
The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-methoxy-3-nitro-phenyl)-propionic acid (0.22 g, 0.98 mmol), SOCl2 (0.35 mL, 0.49 mmol), and 2-amino-4,6-dibromo-benzoic acid methyl ester (0.15 g, 0.49 mmol). After normal workup, the pure objective compound (0.15 g, 59%) was obtained as pale yellow solid by a flash column chromatography (n-hexane:EtOAc=3:1): 1H NMR (200 MHz, DMSO-d6) δ 1.39 (d, J=6.8 Hz, 3H, CH3), 3.55 (s, 3H, OCH3), 3.88 (s, 3H, CO2CH3), 3.89 (m, 1H, CH), 7.32 (d, J=9.0 Hz, 1H, ArH), 7.63 (dd, J=8.8, 1.8 Hz, 1H, ArH), 7.80-7.84 (m, 2H, ArH), 8.13-8.15 (m, 1H, ArH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592457B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-08e44f9df01a41b2a7ff835789eb8269 |
| Source note | uspto-grants-2009_09 |