Hydrochloric Acid → HCID 178502873, Verbindung

HRID 1680837

Reaktionsgleichung

Reaktionsgleichung von HRID 1680837
C[CH:2]([NH2:15])C(O)C1C=C(OC)C=CC=1OC.Cl.[OH-:17].[K+].CSC(=[N:24][C:25]#[N:26])SC.[CH3:27][C:28]1[N:29]=[CH:30][NH:31][C:32]=1[CH2:33][S:34][CH2:35][CH2:36][NH2:37].[CH3:38]O>O>[C:25]([NH:24][C:2]([NH:15][O:17][CH3:38])=[N:37][CH2:36][CH2:35][S:34][CH2:33][C:32]1[NH:31][CH:30]=[N:29][C:28]=1[CH3:27])#[N:26]

Komponenten

8

Edukt 6

HCID 313Hydrochloric AcidHCID 887Methanol3×HCID 6082MethoxamineHCID 14797Potassium HydroxideHCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 178433288HCID 178433288, Verbindung

Produkt 1

HCID 178502873HCID 178502873, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of methoxamine (7.0 g), prepared from the hydrochloride and potassium hydroxide in methanol (50 ml) and water (10 ml) was added to a solution of dimethylcyanodithioimidocarbonate (7.3 g) in methanol (40 ml) and stirred at room temperature for 60 hours. A solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole (8.6 g) in methanol (30 ml) was added and the resulting solution was heated under reflux for 18 hours. Concentration followed by chromatographic purification on a column of silica gel with chloroform-methanol (10:1) as eluant and final recrystallisation from acetonitrile afforded the title compounds m.p. 155°-6°. (Found: C, 45.0; H, 5.9; N, 31.3; S, 11.9%. C10H16N6OS requires: C, 44.8; H, 6.0; N, 31.3; S, 11.9%).

Aufarbeitung

  1. temperaturethe resulting solution was heated
  2. temperatureunder reflux for 18 hours
  3. concentrationConcentration
  4. customfollowed by chromatographic purification on a column of silica gel with chloroform-methanol (10:1) as eluant
  5. customfinal recrystallisation from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-82d091c3aa994ff9ac08f0b8ba061dbe
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04276301

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