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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750240Generated: November 1, 2026

Hydrochloric Acid → 3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester

https://huagongshe.com/reaction/1750240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-fluoro-3-nitrobenzoateHCID 5219721—
Reactant2-(Trifluoromethyl)cyclohexan-1-amineHCID 16228772—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl esterHCID 86714448101.3%

Reaction Steps

To a solution of 0.92 g of 4-fluoro-3-nitro-benzoic acid methyl ester in 15 ml of abs. DMF was added 0.84 ml of DIPEA, followed by 0.85 g of 2-(trifluoromethyl)cyclohexylamine. After 16 h at rt, the mixture was poured into water, the pH was adjusted to 4 by the addition of 1 M aqueous hydrochloric acid, and the reaction mixture was extracted with ethyl acetate three times. The combined organic phases were washed with water, dried over sodium sulphate and concentrated to yield 1.62 g (100%) of 3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156796B2
Source datasetuspto-grants-2015_10
ORD IDord-105844411e0e4c65a603b69b2ab362e7
Source noteuspto-grants-2015_10