HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-(4-Bromo-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester | HCID 58964490 | — |
| Reactant | HCID 178418934 | HCID 178418934 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(4-Bromo-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoic acid methyl ester | HCID 69337582 | 95.2% |
Reaction Steps
In a similar way as in the previous example a solution of 5-fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester (1 g, 3.73 mmol), 4-bromo-imidazole (0.68 g, 4.5 mmol) and N-ethyl-diisopropyl-amine (2.62 ml, 14.9 mmol) in 10 ml of dioxane is heated to reflux for 16 hours. After a similar workup procedure 1.4 g (3.55 mmol, 95%) of 5-(4-bromo-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoic acid methyl ester are obtained, m.p. 90° C., ES-MS: m/z 395 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299085B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-9e07cb99895f45ef8384c669a9dde31d |
| Source note | uspto-grants-2012_10 |