Iodine → HCID 178485021, Verbindung

HRID 543890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 543890
[OH-].[Na+].Cl.[CH3:4][C:5]1[NH:9][CH:8]=[N:7][C:6]=1[CH2:10][SH:11].[C:12]([NH:14][C:15]([NH:20][CH3:21])=[N:16][CH2:17][CH2:18][SH:19])#[N:13].II>>[C:12]([NH:14][C:15]([NH:20][CH3:21])=[N:16][CH2:17][CH2:18][S:19][S:11][CH2:10][C:6]1[N:7]=[CH:8][NH:9][C:5]=1[CH3:4])#[N:13]

Komponenten

5

Edukt 4

HCID 807Iodine2×HCID 14798Sodium HydroxideHCID 159163955-Methyl-4-mercaptomethylimidazole hydrochlorideHCID 178485018HCID 178485018, Verbindung

Produkt 1

HCID 178485021HCID 178485021, Verbindung

Versuchsvorschrift

Aqueous sodium hydroxide (3.60 g, 0.9 mol) was added to a stirred ethanolic solution of 5-methyl-4-mercaptomethylimidazole hydrochloride (5.92 g, 0.03 mol) and N-cyano-N'-methyl-N"-(2-mercaptoethyl)guanidine (5.74 g, 0.0363 mol). The solution was cooled to 0° and a saturated ethanolic solution of iodine was added until the iodine color remained. The solvent was removed under reduced pressure to yield an oil which was purified using preparative high pressure liquid chromatography (silica gel; 13% methanol in ethyl acetate). The glassy product obtained was triturated with acetonitrile to yield N-cyano-N'-methyl-N"-[2-(5-methyl-4-imidazolylmethyldithio)ethyl]guanidine, m.p. 137°-142°; MS m/e 284.

Aufarbeitung

  1. temperatureThe solution was cooled to 0°
  2. customThe solvent was removed under reduced pressure
  3. customto yield an oil which
  4. customwas purified
  5. customThe glassy product obtained
  6. customwas triturated with acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-54062b7da6944e998e2f796dfc1923c8
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04447621

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