Sodium → HCID 178433684, Verbindung

HRID 426680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 426680
[Na].C([NH:4][C:5]([NH:10]C)=[N:6][CH2:7][CH2:8][SH:9])#N.Cl.[CH3:13][C:14]1[NH:18][CH:17]=[N:16][C:15]=1[CH2:19]Cl>C(O)C>[CH3:13][C:14]1[NH:18][CH:17]=[N:16][C:15]=1[CH2:19][S:9][CH2:8][CH2:7][NH:6][C:5]([NH2:10])=[NH:4]

Komponenten

5

Edukt 3

HCID 5360545Sodium2×HCID 124562084-(Chloromethyl)-5-methyl-1H-imidazole--hydrogen chloride (1/1)HCID 178485018HCID 178485018, Verbindung

Produkt 1

HCID 178433684HCID 178433684, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Sodium (1.43 g) was added, with stirring under nitrogen, to dry ethanol (100 ml). After the sodium had dissolved a solution of N-cyano-N'-methyl-N"-(2-mercaptoethyl)guanidine (4.90 g) in dry ethanol (50 ml) was added and the mixture was stirred at room temperature for one hour. 5-Methyl-4-chloromethylimidazole hydrochloride (5.18 g) was added in batches over a period of one hour at room temperature. The mixture was then stirred at room temperature, for a further hour and heated at reflux temperature for 1/2 hour. After cooling the mixture was filtered and the filtrate was evaporated to a glassy solid (8.8 g). This crude product was chromatographed on silica gel with acetonitrile as eluant and the solid product obtained (3.60 g) was recrystallised from acetonitrile to give N-cyano-N'-methyl-"-[2-(5-methyl-4-imidazolylmethylthio)ethyl]guanidine, m.p.=140°-142° C.

Aufarbeitung

  1. additionwas added
  2. stirringThe mixture was then stirred at room temperature, for a further hour
  3. temperatureheated
  4. temperatureat reflux temperature for 1/2 hour
  5. temperatureAfter cooling the mixture
  6. filtrationwas filtered
  7. customthe filtrate was evaporated to a glassy solid (8.8 g)
  8. customThis crude product was chromatographed on silica gel with acetonitrile as eluant
  9. customthe solid product obtained (3.60 g)
  10. customwas recrystallised from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-289fae7ef0c64c3c90b42c42d6198b75
Quelldatensatz
uspto-grants-1979_10
Patentnummer
US04171325

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