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

HRID 877600

Reaktionsgleichung

Reaktionsgleichung von HRID 877600
[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-193d11c40f064715bbadf37da665e8b0
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987335B2

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