HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenyl Ether → Methyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenyl Ether | HCID 7583 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | Methyl 5-hydroxy-2-nitrobenzoate | HCID 12922678 | — |
| Reactant | 3-Chloro-4,5-difluorobenzonitrile | HCID 13643470 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoate | HCID 23035893 | — |
Reaction Steps
The product 3-chloro-4,5-difluorobenzonitrile, prepared for example as set forth in Example 3, above, is a useful intermediate for the preparation of various end products especially for the preparation of diphenyl ether herbicides. Thus, for example, this compound may be further reacted with the potassium salt of methyl-5-hydroxy-2-nitrobenzoate in a solvent, such as N-methyl-2-pyrrolidone at a temperature of about 120° to 180° Celsius to form methyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoate. The ester may be hydrolyzed in a conventional manner to the corresponding carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04590315 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-9654b819cb6344e78c270f6b659d72c2 |
| Source note | uspto-grants-1986_05 |