Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934345Generated: October 25, 2026

Tert-Butylamine → N-t-Butyl-4-chloro-2-fluorobenzamide

https://huagongshe.com/reaction/1934345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Chloro-2-fluorobenzoic acidHCID 99152—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-t-Butyl-4-chloro-2-fluorobenzamideHCID 1013079796%

Reaction Steps

To a suspension of 4-chloro-2-fluorobenzoic acid (0.3494 g, 2.00 mmol) in methylene chloride (10 ml) were added t-butyl amine (0.32 ml, 3.05 mmol) and HOBt (0.3248 g, 2.40 mmol), and then WSC HCl (0.4596 g, 2.40 mmol) was added and stirred for 3 hours. The reaction mixture was added into water and extracted three times with ethyl acetate. The combined extracts were dried over MgSO4. The solvent was evaporated and the residue was purified by silica gel chromatography (hexane/ethyl acetate=5/1) to give the title compound (0.4403 g; 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384033B1
Source datasetuspto-grants-2002_05
ORD IDord-2bf48e9da07f4048b6def2bef758f499
Source noteuspto-grants-2002_05