Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178524800 | HCID 178524800 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178522803 | HCID 178522803 | — |
Reaction Steps
A mixture of 11.7 g of 4-imidazolecarboxylic acid, 18.7 g of 1,1'-carbonyldiimidazole, 20 ml of diisopropylethylamine and 600 ml of DMF was heated at 35° C. for approximately 18 hours. Twenty milliters of aminodiphenylmethane were added and the solution stirred at 35° C. for approximately 21/2 days. The mixture was concentrated in vacuo and the residue added to 400 ml of water. The mixture was extracted with ethyl acetate and the organic layer was washed with a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated in vacuo. Two crystallizations from hot ethyl acetate/hexane provided 11 grams of the desired titled intermediate, m.p. 201°-202° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05571925 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-549ec19552f04b73ac6a9eede0cccd81 |
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| Source note | uspto-grants-1996_11 |
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