Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926689Generated: November 1, 2026

4-Methyl-3-nitrobenzoyl chloride → HCID 59346396, compound

https://huagongshe.com/reaction/1926689

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-3-nitrobenzoyl chlorideHCID 66323—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)anilineHCID 59134564—
SolventDichloromethaneHCID 6344—
ProductHCID 59346396HCID 59346396—

Reaction Conditions

Temperature0 °C

Reaction Steps

Into a solution of 4-(4-Ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (8.0 g, 27.9 mmol, 1.0 eq.) in dichloromethane (140 ml) is added diisopropylethyl amine (5.27 ml, 30.69 mmol, 1.1 eq.). The solution is cooled to 0° C., after which 4-Methyl-3-nitrobenzoylchloride (4.18 ml, 28.73 mmol, 1.03 eq.) is added in portions into the reaction mixture which is further equilibrated for 30 minutes. The reaction mixture is then partitioned between dichloromethane and water. The organic layer is separated and the aqueous layer is extracted with dichloromethane. The combined organic extracts are washed with water, dried over Na2SO4, filtered and concentrated to afford the desired product which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183248B2
Source datasetuspto-grants-2012_05
ORD IDord-6aaee300388141ed964e8fdfb12c61f2
Source noteuspto-grants-2012_05