HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 68815880, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methyl 4-chloroanthranilate | HCID 80001 | — |
| Reactant | 2-(4-Nitrophenyl)propionic acid | HCID 89244 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68815880 | HCID 68815880 | 95% |
Reaction Steps
The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-nitro-phenyl)-propionic acid (1.95 g, 10.0 mmol), SOCl2 (3.6 mL, 33.4 mmol), and 2-amino-4-chloro-benzoic acid methyl ester (1.24 g, 6.67 mmol). After normal workup, the pure objective compound (2.29 g, 95%) was obtained as slightly yellow solid by a flash column chromatography (n-hexane:EtOAc=8:1): 1H NMR (200 MHz, CDCl3) δ 1.65 (d, J=7.3 Hz, 3H, CH3), 3.83-3.93 (m, 4H, CO2CH3 & CH), 7.04 (dd, J=8.5, 2.0 Hz, 1H, ArH), 7.58 (d, J=8.9 Hz, 2H, ArH), 7.93 (d, J=8.5 Hz, 1H, ArH), 8.21 (d, J=8.9 Hz, 2H, ArH), 8.79 (d, J=2.0 Hz, 1H, ArH), 11.09 (br s, 1H, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592457B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-0db995ccbf7a4c44b75d018cf0e45892 |
| Source note | uspto-grants-2009_09 |