HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → (Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | p-Trifluoromethoxybenzaldehyde oxime | HCID 2777199 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chloride | HCID 12096320 | — |
Reaction Steps
To a solution of 4-(trifluoromethoxy)benzaldehyde oxime (9.5 g, 46 mmol) in DMF (80 ml) was added N-chlorosuccinimide (8.0 g, 60 mmol) and the resulting mixture was stirred at RT for 5 h. The volatiles were removed under reduced pressure and the residue was dissolved in EtOAc, and washed with H2O, brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The solid residue was used without further purification for the following step. 1H NMR (500 MHz, CDCl3) δ 7.78 (d, J=7.2 Hz, 2H), 7.13 (d, J=6.8 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018380B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-99c499aaafe343a1b83f74cf70c68bc8 |
| Source note | uspto-grants-2015_04 |