HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphosgene → 5-Fluoroisatoic anhydride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Amino-5-fluorobenzoic acid | HCID 101412 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Fluoroisatoic anhydride | HCID 288560 | 225.5% |
Reaction Steps
To a solution of 5-fluoroanthranilic acid (10.0 g, 65.5 mmol) in THF (143 mL) was added solid triphosgene (6.70 g, 22.6 mmol, 0.35 equiv). The reaction mixture was stirred at rt overnight and the resulting suspension was filtered and dried to afford 9.23 g (79%) of 5-fluoroisatoic anhydride: 1H NMR (400 MHz, DMSO-d6) δ 7.14 (M, 1H), 7.60 (M, 2H), 11.72 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673897B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-96146f1d9abc457294ba8a25143c1046 |
| Source note | uspto-grants-2014_03 |