HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → (E)-N'-(4-Amino-2-cyanophenyl)-N,N-dimethylformimidamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | N'-(2-cyano-4-nitrophenyl)-N,N-dimethylmethanimidamide | HCID 10900084 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (E)-N'-(4-Amino-2-cyanophenyl)-N,N-dimethylformimidamide | HCID 11263933 | 90.7% |
Reaction Steps
A solution of N′-(2-cyano-4-nitrophenyl)-N,N-dimethylformamidine (30.0 g, 137 mmol), cyclohexene (200 mL) and 10% Pd on carbon (3.0 g) in methanol (1 L) was refluxed for 10 hours under a hydrogen atmosphere. The hot solution was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was recrystallized from dichloromethane/carbon tetrachloride to provide the product (23.4 g, 90%) as pale gray crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648087B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-18bf35eb8dd443d18712fea0af66e94f |
| Source note | uspto-grants-2014_02 |