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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862351Generated: November 3, 2026

(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene → (-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamide

https://huagongshe.com/reaction/1862351

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzeneHCID 14321190—
Reactant3-(4-Methoxyphenylcarbamoyl)benzoyl chlorideHCID 18619754—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product(-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamideHCID 54028062—

Reaction Steps

4.0 g of (−)-cis-1,2-dimethoxy-4-(2-aminocyclohexyl)benzene (compound C2) are dissolved in 100 ml of methylene chloride and 5.0 ml of triethylamine. The solution is added dropwise at RT to 4.95 g of 3-(4-methoxyphenylcarbamoyl)benzoyl chloride in 50 ml of methylene chloride and the mixture is extracted with 100 ml each of water, 2N hydrochloric acid, satd. sodium hydrogencarbonate solution and water again after stirring overnight. The organic phase is dried using sodium sulfate and concentrated. The residue is taken up in petroleum ether (low)/ethyl acetate in the ratio 2/1, filtered off with suction and dried. 7.14 g of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06538005B2
Source datasetuspto-grants-2003_03
ORD IDord-d9727853c199434c9556e738d61b1a68
Source noteuspto-grants-2003_03