Benzaldehyde → HCID 14010268, Verbindung

HRID 1731772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731772
[ClH:1].[CH3:2][N:3]([CH3:11])[S:4]([NH:7][CH2:8][CH2:9][NH2:10])(=[O:6])=[O:5].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C>C1C=CC=CC=1>[ClH:1].[CH:12](=[N:10][CH2:9][CH2:8][NH:7][S:4]([N:3]([CH3:11])[CH3:2])(=[O:6])=[O:5])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 14010266[(2-Aminoethyl)sulfamoyl]dimethylamine hydrochloride

Produkt 1

HCID 14010268HCID 14010268, VerbindungAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

A mixture of 4.0 g (0.02 mole) of 2-[N-[(dimethylamino)sulfonyl]amino]ethylamine hydrochloride and 2.0 g (0.02 mole) of benzaldehyde was stirred and treated immediately with 2.0 g (0.02 mole) of triethylamine, followed by the addition of 200 ml of dry benzene. The solution was heated to reflux employing a Dean-Stark apparatus. After 2 hr at reflux, the benzene solution was cooled and washed twice with 100 ml portions of water. The organic phase was separated, dried over magnesium sulfate, and concentrated under reduced pressure to an oil, which was dissolved in ether and treated with HCl gas to precipitate a yellowish solid. The product was collected by filtration, washed with ether and air dried to provide 2.4 g (50%) of product. The NMR spectrum was consistent with the assigned structure and the solid was used without additional purification.

Aufarbeitung

  1. temperatureThe solution was heated
  2. temperatureto reflux
  3. temperatureAfter 2 hr at reflux
  4. washwashed twice with 100 ml portions of water
  5. customThe organic phase was separated
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure to an oil, which
  8. dissolutionwas dissolved in ether
  9. additiontreated with HCl gas
  10. customto precipitate a yellowish solid
  11. filtrationThe product was collected by filtration
  12. washwashed with ether and air
  13. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5d7a066656ad4148b5dcf1a013b76652
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04623652

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