HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-6-fluorobenzoyl isocyanate → Tert-butyl 2-[(2-chloro-6-fluorobenzoyl)carbamoyl]-2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-6-fluorobenzoyl isocyanate | HCID 13051731 | — |
| Reactant | tert-Butyl 2-(4-(methoxycarbonyl)phenyl) hydrazinecarboxylate | HCID 90065642 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-[(2-chloro-6-fluorobenzoyl)carbamoyl]-2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate | HCID 90065702 | 85.4% |
Reaction Steps
To a solution of tert-butyl 2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate (Intermediate-7, 2.0 g, 7.54 mmol) in DCM (15 mL) was added 2-chloro-6-fluorobenzoyl isocyanate (Intermediate-8, 1.50 g, 7.54 mmol). The reaction mass was stirred at RT for 2 h. Excess of solvent was removed under vacuum to afford 3.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.42 (s, 9H), 3.83 (s, 3H), 7.24-7.46 (m, 5H), 7.94 (d, J=7.2 Hz, 2H), 9.91 (br s, 1H), 11.34-11.39 (br m, 1H); MS (m/z): 464.06 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439890B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-cc542ed1deb84a608698f9f6c246839e |
| Source note | uspto-grants-2016_09 |