HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 2-(4-cyanophenyl)hydrazinecarboxylate → Tert-butyl 2-((2-chloro-6-fluorobenzoyl)carbamoyl)-2-(4-cyanophenyl)hydrazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 2-(4-cyanophenyl)hydrazinecarboxylate | HCID 11207040 | — |
| Reactant | 2-Chloro-6-fluorobenzoyl isocyanate | HCID 13051731 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-((2-chloro-6-fluorobenzoyl)carbamoyl)-2-(4-cyanophenyl)hydrazinecarboxylate | HCID 90019599 | 92,414.5% |
Reaction Steps
To a solution of tert-butyl 2-(4-cyanophenyl)hydrazinecarboxylate (2.5 g, 0.01 mmol) in DCM (15 mL) was added 2-chloro-6-fluorobenzoyl isocyanate (Intermediate-8, 2.56 g, 0.012 mmol). The reaction mass was stirred at RT for 2 h. Excess of solvent was removed under vacuum to afford 4.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.42 (s, 9H), 7.25-7.38 (m, 2H), 7.47-7.60 (m, 3H), 7.82-7.85 (m, 2H), 9.96 (br s, 1H), 11.43 (br s, 1H); MS (m/z): 431.02 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439890B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-757b477a9a2c4ff4a9b727c4bcd756cf |
| Source note | uspto-grants-2016_09 |