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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877643Generated: October 25, 2026

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

https://huagongshe.com/reaction/877643

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 numberUS08987335B2
Source datasetuspto-grants-2015_03
ORD IDord-f869f224d2614839b7c33efbcc64afde
Source noteuspto-grants-2015_03