Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | N-Ethyl-4-formylbenzene-1-sulfonamide | HCID 53650177 | — |
| Reactant | HCID 178457774 | HCID 178457774 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178465737 | HCID 178465737 | — |
Reaction Steps
α-cyano-N-isopropyl-N-(2-mercaptobenzothiazol-6-yl)acetamide (71 mg, 0.244 mmol) and N-ethyl-4-formylbenzenesulfonamide (52 mg, 0.244 mmol) were combined in absolute ethanol (1 ml). The mixture was stirred 15 minutes with activated 4 A molecular sieves in a sealed vessel. Piperidine (27 μL, 0.268 mmol) was added and the mixture was heated to 80° C. After 1.5 hours, the solution was concentrated in vacuo and purified by preparative TLC (50% ethyl acetate, 50% hexanes) to yield 19 mg (16%). 1H NMR (CDCl3) δ=1.08 (t, 3H), 1.20 (m, 6H), 2.99 (t, 2H), 4.98 (m, 1H), 5.41 (m, 1H), 7.17 (d, 1H), 7.32 (m, 3H), 7.81 (d, 2H), 7.88 (d, 2H), 7.96 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07897615B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-3ba76ab73bc5465680b1cee0570bcc62 |
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| Source note | uspto-grants-2011_03 |
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