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Hydrochloric Acid → HCID 12112484, Verbindung

HRID 1985855
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1985855
[C:1]1([CH2:11][NH2:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:13]([NH:16][C:17]1[CH:26]=[CH:25][CH:24]=[C:23]2[C:18]=1[CH:19]=[CH:20][CH:21]=[C:22]2[S:27](Cl)(=[O:29])=[O:28])(=[O:15])[CH3:14].C(N(CC)CC)C.Cl>O1CCCC1>[C:1]1([CH2:11][NH:12][S:27]([C:22]2[CH:21]=[CH:20][CH:19]=[C:18]3[C:23]=2[CH:24]=[CH:25][CH:26]=[C:17]3[NH:16][C:13](=[O:15])[CH3:14])(=[O:29])=[O:28])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 83551-NaphthalenemethanamineHCID 8471TriethylamineHCID 50103065-Acetamidonaphthalene-1-sulfonyl chloride

Produkt 1

HCID 12112484HCID 12112484, VerbindungAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

1-Naphthylmethylamine (174 mg, 1.1 mmol) was dissolved in tetrahydrofuran (10 ml), and 5-(acetylamino)-1-naphthalenesulfonyl chloride (284 mg, 1 mmol) was added under ice cooling and stirring. Then, triethylamine (0.17 mL, 1.2 mmol) was added and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. The ethyl acetate layer was washed successively with aqueous sodium hydrogen carbonate, water, and saturated brine, and after the layer was dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was crystallized by a mixed solvent of ethyl acetate/diisopropyl ether to give the title compound as a light brown crystal (325 mg, 80.4%).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed successively with aqueous sodium hydrogen carbonate, water, and saturated brine
  4. dry with materialafter the layer was dried over anhydrous sodium sulfate
  5. customthe residue obtained by evaporation of the solvent under reduced pressure
  6. customwas crystallized by a mixed solvent of ethyl acetate/diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b6e0a3cbee5c4a56afae1ea808c3a996
Quelldatensatz
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07547716B2

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