HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarbonyl chloride → 5-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | alpha,alpha-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine | HCID 10928222 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 5-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole | HCID 19927748 | 46.9% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
To a solution of α,α-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine (3.38 gr, 7.8 mmole) in pyridine (1.7 gr) was added cyclohexane carbonyl chloride (3.5 gr, 23.9 mmole). The reaction mixture was heated at 130° C. for 4 hours. The mixture was purified by column chromatography, eluting with hexane, then mixture of hexane-ethylacetate (9:1) to give 5-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole (1.88 gr, 37%) as a white solid: mp 162.2-162.6. Anal. Calcd for C25H19F8N3 :C,58.60;H,3.54;N,8.20. Found: C,58.43;H,3.79;N,8.16.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05428041 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-d3c5938f55f24fb992416f23b85f2d82 |
| Source note | uspto-grants-1995_06 |