HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 64592025, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 64592025 | HCID 64592025 | 34.5% |
Reaction Steps
A mixture of 2-nitro-5-chloroaniline (Tokyo Kasei Kogyo Co., Ltd., 3 g, 17.4 mmol), pivaloyl chloride (2.1 mL, 17.4 mmol) and N,N-diisopropylethylamine (3.1 mL, 17.4 mmol) in dichloromethane (80 mL) was stirred at room temperature for 20 h. 4-Dimethylaminopyridine (531 mg, 4.4 mmol) was added and the stirring was continued for 3 days. The mixture was poured into water (30 mL) and the mixture was extracted with dichloromethane (30 mL). After removal of solvent, the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:20 as eluent) to afford the title compound (1.54 g, 34%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598393B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-3bf4dd5e1567411abfb3f112dec55148 |
| Source note | uspto-grants-2009_10 |