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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968421Generated: October 28, 2026

Triethylamine → 3-amino-4-methyl-N-[4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenyl]-benzamide

https://huagongshe.com/reaction/1968421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methyl-3-nitrobenzoyl chlorideHCID 66323—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(2-Methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)anilineHCID 54935478—
SolventDichloromethaneHCID 6344—
Product3-amino-4-methyl-N-[4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenyl]-benzamideHCID 59822452—

Reaction Steps

To a solution of 4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenylamine (1.0 g, 4.15 mmol), triethylamine (1.74 mL, 12.5 mmol) in anhydrous CH2Cl2 (60 mL) at 0° C. is added 4-methyl-3-nitro-benzoyl chloride (660 μL, 4.57 mmol) dropwise. After stirring for 2 hours at room temperature, the reaction mixture is poured into 100 mL CH2Cl2 and 50 mL saturated NaHCO3 solution with rapid stirring. After 10 minutes, the mixture is partitioned in a separator funnel and extracted three times with 100 mL CH2Cl2. The organic extracts are washed with brine, and dried over MgSO4. Filtration and concentration under reduced pressure, afforded the desired compound, which is used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426404B2
Source datasetuspto-grants-2013_04
ORD IDord-220f2707f3a74672b89befff12ba9a68
Source noteuspto-grants-2013_04