Hydrazine → 3-(Morpholine-4-sulfonyl)benzohydrazide

HRID 1777015

Reaktionsgleichung

Reaktionsgleichung von HRID 1777015
[O:1]1[CH2:6][CH2:5][N:4]([S:7]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=2)[C:13](OC)=[O:14])(=[O:9])=[O:8])[CH2:3][CH2:2]1.[NH2:20][NH2:21]>CO>[O:1]1[CH2:6][CH2:5][N:4]([S:7]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=2)[C:13]([NH:20][NH2:21])=[O:14])(=[O:9])=[O:8])[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 779656Methyl 3-(morpholinosulfonyl)benzoate

Produkt 1

HCID 8772463-(Morpholine-4-sulfonyl)benzohydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

Methyl 3-(morpholinosulfonyl)benzoate (120 mg, 0.421 mmol) was added to hydrazine (17.52 mg, 0.547 mmol) in methanol and refluxed for 12 h at 65° C. The reaction was monitored by TLC. Upon completion of the reaction and cooling the reaction mixture, the solvent was removed by vacuum and then compound was purified by column chromatography to yield the title compound as an off white solid (90 mg). 1H NMR (400 MHz, CDCl3): δ 8.16 (m, 1H), 8.12 (m, 1H), 8.04 (m, 1H), 7.85 (m, 1H), 7.63 (t, 1H, J=8.0 Hz), 4.19 (m, 2H), 3.71 (m, 4H), 2.97 (m, 4H). ESI-MS: 286.1 [M+H]+.

Aufarbeitung

  1. customUpon completion of the reaction
  2. temperaturecooling the reaction mixture
  3. customthe solvent was removed by vacuum
  4. customcompound was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d13c493a79f245d6bfe9765152d75767
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266838B2

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