Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2,4,6-Trimethylbenzaldehyde | HCID 10254 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 21847014 | HCID 21847014 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178424632 | HCID 178424632 | — |
Reaction Steps
A mixture of 12.3 g of 1-(4-chlorophenyl)-2-pyridin-4-yl-ethanedione and 7.4 g of 2,4,6-trimethylbenzaldehyde in 125 ml of acetic acid containing 40 g of ammonium acetate was stirred at 100° C. for 2 hours, then left to cool to room temperature. The mixture was poured into a mixture of 300 ml of ice-water and 200 ml of concentrated ammonia solution and the mixture was extracted three times with ethyl acetate. After drying over anhydrous magnesium sulphate the solvent was evaporated. The residue was purified by chromatography on silica gel with dichloromethane/methanol (9:1) and crystallized from ethyl acetate to yield 6.7 g of 4-[5-(4-chlorophenyl)-2-(2,4,6-trimethyphenyl)imidazol-4-yl]pyridine, m.p. 275° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05959113 |
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| Source dataset | uspto-grants-1999_09 |
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| ORD ID | ord-580ac4d43c5f4a5da0ccbe37690834c4 |
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| Source note | uspto-grants-1999_09 |
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