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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 877602Erstellt: 25. Oktober 2026

3-(Morpholine-4-sulfonyl)benzohydrazide → 3-(4-Morpholinylsulfonyl)benzoic acid (2E)-2-[1-(3-chloro-2-fluorophenyl)ethylidene]hydrazide

https://huagongshe.com/reaction/877602

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(Morpholine-4-sulfonyl)benzohydrazideHCID 877246—
Edukt1-(3-Chloro-2-fluorophenyl)ethan-1-oneHCID 11116531—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
Produkt3-(4-Morpholinylsulfonyl)benzoic acid (2E)-2-[1-(3-chloro-2-fluorophenyl)ethylidene]hydrazideHCID 7279255143,1%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

1-(3-Chloro-2-fluorophenyl)ethanone (20 mg, 0.116 mmol) and 3-(morpholinosulfonyl)benzohydrazide (33.1 mg, 0.116 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 (2% CH3OH/CH2Cl2) affording the title compound (22 mg) as a solid. 1H NMR (400 MHz, CDCl3): δ 9.43 (s, 1H), 8.37 (m, 1H), 8.16 (m, 1H), 7.87 (d, 1H, J=7.2 Hz), 7.65 (m, 1H), 7.41 (m, 1H), 7.10 (t, 1H, J=8.0 Hz), 3.71 (m, 4H), 2.95 (m, 4H), 2.38 (s, 3H). ESI-MS: 440.1 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08987335B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-7ed1b0cb3f1547088b736a0b311047be
Quellennotizuspto-grants-2015_03