Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 27533560 | HCID 27533560 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67195790 | HCID 67195790 | 104.6% |
Reaction Steps
4-(4-Nitro-benzenesulfonyl)-piperazine-1-carboxylic acid benzylamide (0.5 g, 1.2 mmol) was suspended in a 5:1 mixture of ethanol and water (30 ml). To this solution was added iron powder (0.18 g, 3.1 mmol) followed by saturated ammonium chloride solution (1 ml) and the mixture was heated to 80° C. for three hours. After this time, the reaction mixture was cooled to room temperature and filtered through a pad of celite, the celite was washed with ethanol (10 ml) and ethyl acetate (50 ml) and the solution was concentrated under vacuum. The resulting residue was partitioned between DCM (50 ml) and water (20 ml), the organic layer was separated, dried with MgSO4, filtered and concentrated to afford the title compound (0.47 g, 100% yield) as a colourless oil. Tr=1.60 min, m/z (ES+) (M+H)+ 375.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946197B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-fb483945e88946dca9e4bc5e0a099ffb |
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| Source note | uspto-grants-2015_02 |
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