Sodium Hydroxide → HCID 178465676, Verbindung

HRID 66190

Reaktionsgleichung

Reaktionsgleichung von HRID 66190
Cl.[C:2]([NH2:5])(=[NH:4])[CH3:3].[OH-].[Na+].[CH:8]([S:16](Cl)(=[O:18])=[O:17])=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CC(C)=O>[CH:8]([S:16]([NH:4][C:2](=[NH:5])[CH3:3])(=[O:18])=[O:17])=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 67170Acetamidine monohydrochlorideHCID 107500Ethenesulfonyl chloride, 2-phenyl-

Produkt 1

HCID 178465676HCID 178465676, VerbindungAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

A mixture of acetamidine hydrochloride (28.8 g., 0.15 mole) and 50% sodium hydroxide (12.0 g., 0.15 mole) in 150 ml. of acetone is stirred for a period of 10 min. to liberate the free base. A solution of styrylsulfonyl chloride (10.1 g., 0.05 mole) in 50 ml. of acetone is added dropwise to the mixture at a temperature of 20°-25° C. with stirring. After further stirring for 10 min., the mixture is concentrated under reduced pressure to remove acetone, the concentrate diluted with 200 ml. of water and acidified with 3N hydrochloric acid to provide a precipitate. The precipitate is collected, dissolved in chloroform and the chloroform extract dried. Evaporation of the chloroform solvent under reduced pressure provides a white solid, m.p. 130°-134° C. which is crystallized from isopropyl acetate affording 8.5 g. (76% yield) of N-(STYRYLSULFONYL)ACETAMIDINE, m.p. 134.5°-137.0° C. (corr.).

Aufarbeitung

  1. stirringAfter further stirring for 10 min.
  2. concentrationthe mixture is concentrated under reduced pressure
  3. customto remove acetone
  4. additionthe concentrate diluted with 200 ml
  5. customto provide a precipitate
  6. customThe precipitate is collected
  7. dissolutiondissolved in chloroform
  8. extractionthe chloroform extract
  9. customdried
  10. customEvaporation of the chloroform solvent under reduced pressure
  11. customprovides a white solid, m.p. 130°-134° C. which
  12. customis crystallized from isopropyl acetate affording 8.5 g

Quellen und Nachweise

ORD-Eintrag
ord-aa709b6c2bbc49e9bec13499010138ec
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04130663

Verknüpfte Notizen

Wird geladen…