HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → {4-[4-(4-Bromo-phenylcarbamoyl)-2-nitro-phenoxy]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | 4-(4-Amino-phenoxy)-N-(4-bromo-phenyl)-3-nitro-benzamide | HCID 67040506 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {4-[4-(4-Bromo-phenylcarbamoyl)-2-nitro-phenoxy]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester | HCID 67040283 | 101.4% |
Reaction Steps
To a mixture of the product of Example 361C (4.2 g, 9.8 mmol) and pyridine (1.6 g, 1.62 mL, 20 mmol) in dichloromethane (100 mL) was added dropwise 2,2,2-trichloroethyl chloroformate (2.29 g, 10.8 mmol) over 30 minutes. The reaction mixture was stirred for 4 hours, concentrated and the residue was poured into 200 mL of water adjusting the pH to 5 with 1 M HCl. The mixture was stirred for 30 minutes, filtered, and the collected solid was dried in vacuo to give the title compound (6.0 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-da98db06b2aa4dceac55c13490fb82ce |
| Source note | uspto-grants-2011_03 |