HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosgene → rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-ethyl-4,5-dihydro-imidazole-1-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Methyl 2-isopropoxy-4-methoxybenzoate | HCID 14276512 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | rac-(1R*,2S*)-1,2-bis-(4-chloro-phenyl)-butane-1,2-diamine | HCID 68684718 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-ethyl-4,5-dihydro-imidazole-1-carbonyl chloride | HCID 53628804 | — |
| Product | HCID 178466276 | HCID 178466276 | — |
Reaction Steps
rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-ethyl-4,5-dihydro-1H-imidazole was prepared from rac-(1R*,2S*)-1,2-bis-(4-chloro-phenyl)-butane-1,2-diamine (prepared from 3,4-bis-aryl-1,2,5-thiadiazole-1,1-dioxide and ethylmagnesium bromide as described in example 170) and methyl 2-isopropoxy-4-methoxy-benzoate in the presence of trimethylaluminum using the procedure as described in example 2. It was then reacted with phosgene in the presence of triethylamine to give rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-ethyl-4,5-dihydro-imidazole-1-carbonyl chloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851626B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-8e0223c32fb34998bb8f3e636cb700ba |
| Source note | uspto-grants-2010_12 |