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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894872Generated: October 25, 2026

Triethylamine → 3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1894872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Iodo-p-toluidineHCID 118889—
Reactant3-Fluoro-5-(trifluoromethyl)benzoyl chlorideHCID 519364—
SolventDichloromethaneHCID 6344—
Product3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamideHCID 69044093—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Iodo-4-methylaniline (2.42 g, 10.4 mmol) was dissolved in DCM (20.00 mL) and triethylamine (TEA) (1.70 mL, 12.2 mmol) was added and the resulting mixture was cooled to 0° C. To the mixture was added dropwise 3-fluoro-5-(trifluoromethyl)benzoyl chloride (1.60 mL, 10.5 mmol) and the resulting mixture was stirred at 0° C. for 45 minutes and at 25° C. for 16 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water sat. Na2CO3, saturated NaCl, dried (MgSO4) and concentrated in vacuo. The reaction product was used in the next reaction without purification. 1H NMR (CDCl3): 8.98 (d, 1H), 7.78 (s, 1H), 7.72 (m, 2H), 7.55 (m, 2H), 7.23 (d, 1H), 2.42 (s, 3H). MS (EI) m/z=424 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513270B2
Source datasetuspto-grants-2013_08
ORD IDord-561b80bc246f492ba433c6fb9972c322
Source noteuspto-grants-2013_08