Sodium Azide → 4-azido-3-ethoxy-N-ethylbenzamide

HRID 1717330Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1717330
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([NH:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[O:13][CH2:14][CH3:15].N([O-])=O.[Na+].[N-:20]=[N+:21]=[N-].[Na+]>Cl>[N:1]([C:2]1[CH:12]=[CH:11][C:5]([C:6]([NH:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[O:13][CH2:14][CH3:15])=[N+:20]=[N-:21]

Komponenten

5

Edukt 3

HCID 33557Sodium AzideHCID 23668193Sodium NitriteHCID 633585494-amino-3-ethoxy-N-ethylbenzamide

Produkt 1

HCID 866298054-azido-3-ethoxy-N-ethylbenzamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To a solution of 4-amino-3-ethoxy-N-ethylbenzamide (0.53 g) obtained in Example 131c) in 0.2N hydrochloric acid (12.5 ml) was added 1M aqueous sodium nitrite solution (2.5 ml) under ice-cooling, and the mixture was stirred for 2 hr. To the obtained reaction mixture was added an aqueous solution (5 ml) of sodium azide (0.17 g) under ice-cooling, and the mixture was stirred for 30 min. The reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a yellow oil (0.50 g, 85%).

Aufarbeitung

  1. temperaturecooling
  2. customTo the obtained reaction mixture
  3. temperaturecooling
  4. stirringthe mixture was stirred for 30 min
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0c80758f338a4dcb9963d20409d2dab9
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803822B2

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