HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-methyl-2-nitro-5-[2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenoxy]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-fluoro-N-methyl-2-nitroaniline | HCID 22905774 | — |
| Reactant | 2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenol | HCID 23363149 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-methyl-2-nitro-5-[2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenoxy]aniline | HCID 23363127 | 59.4% |
Reaction Steps
The solution of 2-(1H-1,2,4-triazol-1-ylmethyl)-4-(trifluoromethyl)phenol (1.0 g) from Example 62, 5-fluoro-N-methyl-2-nitroaniline (700 mg) and K2CO3 (0.57 g) in DMF (10 ml) was heated at 100° C. for 90 minutes. After the solution was left to stand at room temperature, water was added to the solution, the aqueous layer was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by chromatography on a silica gel column (methylene chloride:methanol=99:1), to give the title compound (960 mg; 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05587392 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-ebbca986753145b8bfafa07fb9be7a92 |
| Source note | uspto-grants-1996_12 |