Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Pyrrolidine-1-carbonitrile | HCID 73737 | — |
| Reactant | HCID 19599218 | HCID 19599218 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 178512008 | HCID 178512008 | — |
Reaction Steps
To a stirred suspension of the product of step (a) (1.7 g; 0.0052 moles) in 30 ml of chlorobenzene was added a catalytic amount of 4-dimethylaminopyridine. To this was added 1-pyrrolidinecarbonitrile (1.2 ml; 0.016 moles) and the reaction then heated to reflux for 6 hours. The reaction was then cooled and the solvent decanted. To the residue was added 100 ml of 2N sodium hydroxide. The aqueous phase was then extracted 3×75 ml of chloroform and the organic extract was dried over magnesium sulphate. Evaporation of the solvent gave a white solid which was the dissolved in hot isopropanol 5 ml, and 100 ml ethyl acetate. Upon cooling a white solid crystallized and was collected by filtration. The above compound was dried at 70° C. for 72 hours to give N-(4(3-((phenylamino)carbonyl)propyl)phenyl)-1-pyrrolidinecarboximidamide, M.P.164°-165° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05885985 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-13b545ee9d6746029453bf78540ee79a |
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| Source note | uspto-grants-1999_03 |
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