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Hydrochloric Acid → 2-amino-3-bromo-5-chloro-N-(1-cyclopropylethyl)benzamide

HRID 1641469
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1641469
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([NH:6][CH:7]([CH:9]1[CH2:11][CH2:10]1)[CH3:8])=[O:5].[H-].[Na+].[Br:19]Br.Cl>CN(C)C=O>[NH2:1][C:2]1[C:15]([Br:19])=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([NH:6][CH:7]([CH:9]1[CH2:11][CH2:10]1)[CH3:8])=[O:5]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 24408BromineHCID 24758Sodium hydrideHCID 435330962-amino-5-chloro-N-(1-cyclopropylethyl)benzamide

Produkt 1

HCID 667362892-amino-3-bromo-5-chloro-N-(1-cyclopropylethyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

0.1 g of 2-amino-5-chloro-N-(1-cyclopropylethyl)benzamide was dissolved in 3 ml of N,N-dimethylformamide and cooled to 0° C. 0.02 g of sodium hydride was added, followed by stirring for one hour, and 0.09 g of bromine was added, followed by stirring for 2 hours. The reaction liquid was added to a 1 M-HCl aqueous solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1) to obtain 0.08 g of the pale yellow desired produce (melting point: 177° C.).

Aufarbeitung

  1. stirringby stirring for 2 hours
  2. customThe reaction liquid
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1)
  8. customto obtain 0.08 g of the pale
  9. customyellow desired produce (melting point: 177° C.)

Quellen und Nachweise

ORD-Eintrag
ord-0a0ec19efa3148e4b8d1e758e586ac3d
Quelldatensatz
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08115006B2

Notizen zur Reaktion

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