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(Bis(2-methoxyethyl)amino)sulfur trifluoride → HCID 58387952, Verbindung

HRID 2079954
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2079954
COCCN(S(F)(F)[F:11])CCOC.[CH3:14][O:15][C:16](=[O:27])[C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24]O)=[N:19][C:18]=1[NH2:26]>ClCCl>[CH3:14][O:15][C:16](=[O:27])[C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][F:11])=[N:19][C:18]=1[NH2:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 58387955HCID 58387955, Verbindung

Produkt 1

HCID 58387952HCID 58387952, VerbindungAusbeute 7,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of (bis(2-methoxyethyl)amino)sulfur trifluoride (2.39 g, 10.8 mmol) in dichloromethane (30 mL) was cooled with a dry ice-methanol bath, and 2-amino-6-(2-hydroxyethyl)-nicotinic acid methyl ester (50 mg, 0.255 mmol) was added thereto dropwise. After dropwise addition the cold bath was immediately removed, and the solution was gradually allowed to room temperature. Water and ethyl acetate were added to the reaction solution, which was then partitioned. The organic layer was separated, the solvent was evaporated in vacuo, the residue was purified by silica gel column chromatography, and the title compound (4 mg, 0.020 mmol, 7.9%) was obtained as a white solid.

Aufarbeitung

  1. additionAfter dropwise addition the cold bath
  2. customwas immediately removed
  3. customwas gradually allowed to room temperature
  4. additionWater and ethyl acetate were added to the reaction solution, which
  5. customwas then partitioned
  6. customThe organic layer was separated
  7. customthe solvent was evaporated in vacuo
  8. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bb8ac51043154bfcbcaf2574f8c54f47
Quelldatensatz
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07932272B2

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