HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80600Generated: October 27, 2026
Triethylamine → 3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide
https://huagongshe.com/reaction/80600
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Iodo-4-methylbenzoic acid | HCID 621640 | — |
| Reactant | 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline | HCID 12002825 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | 3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide | HCID 17752158 | — |
Reaction Steps
Add 2 drops of DMF into 628 mg 3-iodo-4-methylbenzoic acid (2.2 mmol) in 20 mL SOCl2 and reflux for 2 h. After vacuum evaporation of SOCl2, add 6.0 mL anhydrous THF and get the pale yellow solution. Dissolve the product from step 1, 524 mg 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine (2.0 mmol) in 6.0 mL anhydrous THF and add 10 mmol Et3N, and the pale yellow solution prepared previously is added drop wise till it is all added. The reaction mixture rises to room temperature for 1 hr. The reaction was quenched with addition of brine and extracted with EtOAc. The combined extraction organic layers was dried and concentrated under vacuum, the residue was purified through column chromatography to afford 873 mg desired product. (90%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846671B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-9353afddde6a40db92edc3cb59c3eac4 |
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| Source note | uspto-grants-2014_09 |
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