HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene → (-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene | HCID 14321190 | — |
| Reactant | 3-(4-Methoxyphenylcarbamoyl)benzoyl chloride | HCID 18619754 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (-)-cis-N-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-N'-(4-methoxyphenyl)isophthalamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06538005B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-d9727853c199434c9556e738d61b1a68 |
| Source note | uspto-grants-2003_03 |