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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925401Generated: October 28, 2026

Triethylamine → 3-Chloro-2,2-dimethyl-N-[2-nitro-4-(trifluoromethyl)phenyl]propanamide

https://huagongshe.com/reaction/1925401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-2,2-dimethylpropanoyl chlorideHCID 61345—
ReactantBenzenamine, 2-nitro-4-(trifluoromethyl)-HCID 67865—
SolventDichloromethaneHCID 6344—
Product3-Chloro-2,2-dimethyl-N-[2-nitro-4-(trifluoromethyl)phenyl]propanamideHCID 16086140—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 2-nitro-4-(trifluoromethyl)benzenamine (3.00 g, 14.9 mmol, 1.0 equiv) in CH2Cl2 (90 mL) at 25° C., was added 3-chloro-2,2-dimethylpropanoyl chloride (3.9 mL, 29.8 mmol, 2.0 equiv) followed by triethylamine (4.2 mL, 29.8 mmol, 2.0 equiv). The solution was heated to 40° C. After 48 h, the solution was washed with water (50 mL), and brine (50 mL). After concentration in vacuo, the residue was purified by silica gel chromatography (1:10 hexanes:EtOAc to 1:5 hexanes:EtOAc) to afford 3-chloro-2,2-dimethyl-N-(2-nitro-4-(trifluoromethyl)phenyl)propanamide. MS—No (MH+) observed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178557B2
Source datasetuspto-grants-2012_05
ORD IDord-e175408e8eeb40ad9bc5cf0526dcad2c
Source noteuspto-grants-2012_05