HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-chloro-N-cyclohexyl-2-nitroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,5-Dichloronitrobenzene | HCID 6977 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-chloro-N-cyclohexyl-2-nitroaniline | HCID 2837292 | 62% |
Reaction Steps
51.5 g (0.27 mol) of 2,5-dichloronitrobenzene, 22.3 g (0.27 mol) of cyclohexylamine, 74.6 g (0.54 mol) of potassium carbonate and 0.5 g of 18-crown-6 in 300 ml of dimethylformamide were heated at 100° C. for 4 h. The mixture was then poured into water and extracted with ethyl acetate. The organic phase was dried and concentrated under reduced pressure. The residue was recrystallized from i-propanol, resulting in 42.3 g (62%) of the product. Melting point 101°-103° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05714489 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-62ac12952cee4a26bd2151beaa03859d |
| Source note | uspto-grants-1998_02 |