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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77700Generated: October 26, 2026

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

https://huagongshe.com/reaction/77700

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): δ □ 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 numberUS08841318B2
Source datasetuspto-grants-2014_09
ORD IDord-7769b28e24b24870a3907f4a8265b0b7
Source noteuspto-grants-2014_09