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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777057Generated: October 26, 2026

1-(5-Chloro-2-nitrophenyl)ethanone → N-[(E)-1-(5-chloro-2-nitrophenyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamide

https://huagongshe.com/reaction/1777057

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(5-Chloro-2-nitrophenyl)ethanoneHCID 255582—
Reactant3-(Morpholine-4-sulfonyl)benzohydrazideHCID 877246—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductN-[(E)-1-(5-chloro-2-nitrophenyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamideHCID 8658106320.09%

Reaction Conditions

Temperature120 °C

Reaction Steps

1-(5-chloro-2-nitrophenyl)ethanone (30 mg, 0.150 mmol) and 3-(morpholinosulfonyl)benzohydrazide (42.9 mg, 0.150 mmol) was dissolved in Methanol (Volume: 4 ml) in the presence of acetic acid as a catalyst and then the reaction mixture was heated via microwave irradiation to 120° C. for 30 min. Reaction was monitored by TLC. After completion of the reaction, following cooling, the solvent was removed by vacuum and the resulting crude material was purified by flash column chromatography (2% CH3OH/CH2Cl2), afforded the product (E)-N′-(1-(5-chloro-2-nitrophenyl)ethylidene)-3-(morpholinosulfonyl)benzohydrazide (15 mg, 0.030 mmol, 20.09% yield) as a solid. 1H NMR (CDCl3, 400 MHz): δ 8.20 (m, 1H), 8.07 (m, 1H), 7.88 (m, 1H), 7.66 (m, 1H), 7.51 (m, 2H), 7.39 (m, 1H), 3.69 (m, 4H), 2.99 (m, 4H), 2.29 (s, 3H). Mass [M+H]+: 468.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266838B2
Source datasetuspto-grants-2016_02
ORD IDord-56888b1368ca4463adac491dc577b144
Source noteuspto-grants-2016_02