HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Morpholine-4-sulfonyl)benzohydrazide → N-[(E)-1-(2-chloro-4-pyridinyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Morpholine-4-sulfonyl)benzohydrazide | HCID 877246 | — |
| Reactant | 1-(2-Chloropyridin-4-yl)ethan-1-one | HCID 13145255 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[(E)-1-(2-chloro-4-pyridinyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamide | HCID 72792612 | 60% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
1-(2-Chloropyridin-4-yl)ethanone (20 mg, 0.129 mmol) and 3-(morpholinosulfonyl)benzohydrazide (36.7 mg, 0.129 mmol) were dissolved in methanol (4 mL) in the presence of acetic acid as a catalyst, and the reaction mixture was heated via microwave irradiation to 120° C. for 30 min. Following cooling, the solvent was removed by vacuum and the resulting crude material was purified by flash column chromatography affording the title compound in a 60% yield. 1H NMR (400 MHz, CDCl3): δ 9.43 (m, 1H), 8.39 (m, 2H), 8.15 (d, 1H, J=8.0 Hz), 7.93 (d, 1H, J=7.6 Hz), 7.70 (t, 1H, J=7.6 Hz), 7.52 (m, 1H), 3.73 (m, 4H), 3.02 (m, 4H), 2.35 (s, 3H). ESI-MS: 423.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266838B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-feab784fd1ab4bb2b6afc9f816d74551 |
| Source note | uspto-grants-2016_02 |