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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777018Generated: November 1, 2026

3-(Morpholine-4-sulfonyl)benzohydrazide → N-[(E)-1-(2-chloro-4-pyridinyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamide

https://huagongshe.com/reaction/1777018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Morpholine-4-sulfonyl)benzohydrazideHCID 877246—
Reactant1-(2-Chloropyridin-4-yl)ethan-1-oneHCID 13145255—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductN-[(E)-1-(2-chloro-4-pyridinyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamideHCID 7279261260%

Reaction Conditions

Temperature120 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266838B2
Source datasetuspto-grants-2016_02
ORD IDord-feab784fd1ab4bb2b6afc9f816d74551
Source noteuspto-grants-2016_02