HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → ethyl (Z)-3-[3'-(3-butyl-1-methylureido)biphenyl-4-yl]-2-ethoxyacrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | ethyl (Z)-2-ethoxy-3-{3'-[methyl(4-nitrophenoxycarbonyl)amino]biphenyl-4-yl}acrylate | HCID 86626081 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl (Z)-3-[3'-(3-butyl-1-methylureido)biphenyl-4-yl]-2-ethoxyacrylate | HCID 86626117 | 63% |
Reaction Steps
A solution of 1.75 g (3 mmol) of ethyl (Z)-2-ethoxy-3-{3′-[methyl-(4-nitrophenoxycarbonyl)amino]biphenyl-4-yl}acrylate and 0.4 mL (3.7 mmol) of n-butylamine in 20 mL of dimethylformamide is heated at 80° C. for 2 hours. After addition of water, the reaction medium is extracted with ethyl acetate, washed with water, dried over magnesium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a 70/30 heptane/ethyl acetate mixture. 0.8 g (63%) of ethyl (Z)-3-[3′-(3-butyl-1-methylureido)biphenyl-4-yl]-2-ethoxyacrylate is obtained in the form of a white solid after trituration from pentane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383652B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-04b2bea031844ed297740e7c864ed326 |
| Source note | uspto-grants-2013_02 |