HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 18472005, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | Methyl 2-amino-4,5-difluorobenzoate | HCID 18472001 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18472005 | HCID 18472005 | — |
Reaction Steps
Methyl 4,5-difluoroanthranilate (0.19 g, 1 mmol) in THF (1.5 ml) was added at ca. 0° C. to p-nitrophenyl chloroformate (0.21 g, 1.05 mmol) in pyridine (0.089 ml, 1.1 mmol) and dry acetonitrile (2.0 ml). The mixture was stirred at r.t. for 2 h. Solvent was removed in vacuo, and the residue triturated with ethyl ether (ca. 3 ml), filtered, washed with ether (2×2 ml), water (3×3 ml), hexanes (3×5 ml), and dried in vacuo. Yield 0.27 g (77%). 1H NMR in CDCl3 (δ,ppm): 3.98 (s, 3 H), 7.40 (d, J=8.1 Hz, 2 H), 7.90 (m, 1 H), 8.30 (d, J 8.1 Hz, 2 H), 8.38 (m, 1 H), 11.07 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06413724B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-78c5a22c696548a3810951c35e244774 |
| Source note | uspto-grants-2002_07 |