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Hydrochloric Acid → HCID 67005686, Verbindung

HRID 564289
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 564289
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][S:8][C:4]=2[CH:3]=1.N1C=CC=CC=1.[C:17]([NH:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29](Cl)=[O:30])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>O1CCCC1.C(OCC)(=O)C>[S:8]1[C:4]2[CH:3]=[C:2]([NH:1][C:29](=[O:30])[C:28]3[CH:32]=[CH:33][CH:34]=[C:26]([NH:25][C:17](=[O:24])[C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:27]=3)[CH:10]=[CH:9][C:5]=2[N:6]=[CH:7]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 682886-AminobenzothiazoleHCID 184700593-Benzamidobenzoyl chloride

Produkt 1

HCID 67005686HCID 67005686, VerbindungAusbeute 60,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 0.1 g of 6-aminobenzothiazole and 0.1 g of pyridine added to 5 ml of tetrahydrofuran and stirred at room temperature was introduced dropwise 0.2 g of 3-(benzoylamino)benzoyl chloride dissolved in 1 ml of tetrahydrofuran. The resulting solution was stirred at room temperature for 1 hour, and then ethyl acetate and 1N hydrochloric acid were added thereto for separating the organic phase. The organic phase was washed with saturated sodium hydrogen carbonate solution one time, and then dried over anhydrous magnesium sulfate. The solution was filtered off, the filtrate was collected, and the solvent was removed under a reduced pressure to obtain a residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to obtain 0.15 g of the desired product (Yield: 52%) as a white solid.

Aufarbeitung

  1. stirringThe resulting solution was stirred at room temperature for 1 hour
  2. customfor separating the organic phase
  3. washThe organic phase was washed with saturated sodium hydrogen carbonate solution one time
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe solution was filtered off
  6. customthe filtrate was collected
  7. customthe solvent was removed under a reduced pressure
  8. customto obtain a residue
  9. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1)

Quellen und Nachweise

ORD-Eintrag
ord-7d742ced661e432cbf55e82b4c071c9f
Quelldatensatz
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08067638B2

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