Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661903Generated: October 30, 2026

1,2-Dichloroethane → N-[5-bromo-3-methoxy-2-(2-methoxy-ethylamino)-phenyl]-4-isopropyl-benzamide

https://huagongshe.com/reaction/1661903

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantEthyl AcetateHCID 8857—
Reactant4-Isopropylbenzoic AcidHCID 10820—
Reactant5-bromo-3-methoxy-2-N-(2-methoxyethyl)benzene-1,2-diamineHCID 57772082—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[5-bromo-3-methoxy-2-(2-methoxy-ethylamino)-phenyl]-4-isopropyl-benzamideHCID 5777199398.6%

Reaction Steps

A solution of 4.95 g (18 mmol) 5-bromo-3-methoxy-N*2*-(2-methoxy-ethyl)-benzene-1,2-diamine, 5.15 g (27 mmol) EDC, 3.3 g (27 mmol) 4-dimethylamino-pyridine and 2.94 g (18 mmol) 4-isopropyl benzoic acid in 150 ml dichloromethane is stirred at room temperature for 14 h. After that 400 ml EtOAc are added and the organic phase washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=3:1) to afford 7.48 g of the title compound as a reddish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030497B2
Source datasetuspto-grants-2011_10
ORD IDord-b101d0aac73548dfa072a1016acdd708
Source noteuspto-grants-2011_10