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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184876Generated: November 1, 2026

4-Methyl-3-nitroaniline → N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1184876

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-3-nitroanilineHCID 8390—
Reactant3-(Trifluoromethyl)benzoic acidHCID 9963—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
ProductN-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamideHCID 1171680288%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 3-(trifluoromethyl)benzoic acid (8 g, 42.1 mmol), HATU (19.20 g, 50.5 mmol) and DIPEA (13.91 mL, 84 mmol) in DMF (350 mL) was stirred for 15 min at rt. 4-methyl-3-nitroaniline (6.40 g, 42.1 mmol) was added and stirred overnight at 60° C. After cooling to room temperature the reaction was quenched with H2O. After stirring for 10 minutes the resulting precipitate was collected and washed with water to give compound N-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide 66 (12 g, 88%). (m/z)=325 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-0f8db148a9a34da894ff52fbb0d95c50
Source noteuspto-grants-2014_03