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Benzoyl chloride → 5-Amidino-2-benzoyloxybenzenesulfonic acid

HRID 1589493
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1589493
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([OH:14])=[C:8]([S:10]([OH:13])(=[O:12])=[O:11])[CH:9]=1)(=[NH:3])[NH2:2].[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>N1C=CC=CC=1>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:14][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:8]([S:10]([OH:13])(=[O:11])=[O:12])[CH:9]=1)(=[NH:2])[NH2:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 7412Benzoyl chlorideHCID 1355987485-Amidino-2-hydroxybenzenesulfonic acid

Produkt 1

HCID 131784555-Amidino-2-benzoyloxybenzenesulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To 30 ml of dried pyridine, was added 3.0 g of 5-amidino-2-hydroxybenzenesulfonic acid. To the mixture, while being cooled in ice, was slowly added dropwise 2.0 g of benzoyl chloride. After the addition, the mixture was stirred overnight at room temperature. The insolubles deposited from the reaction mixture were separated by filtration, washed with pyridine, then with water, finally with acetone, and suspended in methanol. The insolubles were removed by filtration, and ethyl ether was added to the filtrate to precipitate a colorless solid. The solid was collected by filtration and recrystallized from a methanol-ethyl ether mixture to obtain 5-amidino-2-benzoyloxybenzenesulfonic acid in colorless solid form.

Aufarbeitung

  1. temperatureTo the mixture, while being cooled in ice
  2. additionAfter the addition
  3. customwere separated by filtration
  4. washwashed with pyridine
  5. customThe insolubles were removed by filtration, and ethyl ether
  6. additionwas added to the filtrate
  7. customto precipitate a colorless solid
  8. filtrationThe solid was collected by filtration
  9. customrecrystallized from a methanol-ethyl ether mixture

Quellen und Nachweise

ORD-Eintrag
ord-45f39bccb09646ec89d52299996826ba
Quelldatensatz
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04570006

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