HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 4-Cyano-4'-(4-methoxycarbonylbutyrylamino)biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | (1,1'-Biphenyl)-4-carbonitrile | HCID 18021 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-4'-cyanobiphenyl | HCID 97193 | — |
| Reactant | Glutaric acid monomethylester chloride | HCID 53445129 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 4-Cyano-4'-nitrodiphenyl | HCID 5200108 | — |
| Product | 4-Cyano-4'-(4-methoxycarbonylbutyrylamino)biphenyl | HCID 53829310 | — |
Reaction Steps
6.6 g of 4-amino-4'-cyano-biphenyl (melting point: 171°-173° C., prepared by reduction of 4-cyano-4'-nitrobiphenyl with hydrogen in the presence of palladium/charcoal in ethyl acetate, 4-cyano-4'-nitrobiphenyl is prepared by reacting 4-cyano-biphenyl with fuming nitric acid) and 5.8 g of N-ethyldiisopropylamine are dissolved in 70 ml of methylene chloride and 5.6 g of glutaric acid monomethylester chloride are added with stirring. The mixture is stirred for two hours at ambient temperature. The organic phase is washed successively with 0.1N sodium hydroxide solution, 0.1N hydrochloric acid and water. After evaporation of the organic phase the residue is recrystallized from ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05597825 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-a7b31e64df53420e915866dc55de0803 |
| Source note | uspto-grants-1997_01 |