Sodium Bicarbonate → HCID 49821534, Verbindung

HRID 74317Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74317
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]([NH:17][CH2:18][CH2:19][CH3:20])=[C:14]([CH:16]=3)[NH2:15])=[N:7][C:6]=2[CH:21]=1.Cl.[C:23](=N)(OC)[CH3:24].C(=O)([O-])O.[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]4[N:17]([CH2:18][CH2:19][CH3:20])[C:23]([CH3:24])=[N:15][C:14]=4[CH:16]=3)=[N:7][C:6]=2[CH:21]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 10313100Ethanimidic acid, methyl ester, hydrochloride (1:1)HCID 674986575-(5-Chlorobenzoxazol-2-yl)-2-n-propylaminoaniline

Produkt 1

HCID 49821534HCID 49821534, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-(5-chlorobenzoxazol-2-yl)-2-n-propylaminoaniline (see Working Example 135-1) (200 mg, 0.663 mmol) in ethanol (5 mL) was added methyl acetimidate hydrochloride (123 mg, 0.995 mmol), and this was heated to reflux for 5 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. The organic layer obtained was dried over anhydrous sodium sulfate, filtered, and concentrated to give crude crystals that were washed with diethyl ether to yield the title compound (155 mg, 72% yield) as green crystals.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux for 5 hours
  3. extractionthis was extracted with chloroform
  4. customThe organic layer obtained
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give crude crystals that
  9. washwere washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-dcc6e37fba5a420b9ecf5315a63b1015
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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