Triethylamine → HCID 178485068, Verbindung

HRID 1702473Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1702473
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].C(N(CC)CC)C.[C:19]([NH:21][C:22](Cl)=[N:23][CH3:24])#[N:20]>CO>[C:19]([N:21]=[C:22]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:3]1[N:4]=[CH:5][NH:6][C:2]=1[CH3:1])[NH:23][CH3:24])#[N:20]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 12918610N-cyano-N'-methylchloroformamidine

Produkt 1

HCID 178485068HCID 178485068, VerbindungAusbeute 22,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(5-methylimidazol-4-ylmethylthio)ethylamine (1.0 g) and triethylamine (0.71 g) in methanol (20 ml) was added N-cyano-N'-methylchloroformamidine (0.82 g) and stirred for 7.5 hrs. at 50°-55° C. After evaporation, the residue was subjected to chromatography on SiO2 [eluant: CHCl3 -MeOH (10:1)]. The resulting crude product was added to water (3 ml) and extracted repeatedly with ethyl acetate. Ethyl acetate extracts were dried over anhydrous MgSO4 and concentrated under a reduced pressure to small volume. The resulting crystals were collected by filtration and washed with ethyl acetate to give N"-cyano-N-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]guanidine (0.33 g). Yield 22.4%, m.p. 134°-137° C.

Aufarbeitung

  1. customat 50°-55° C
  2. customAfter evaporation
  3. additionThe resulting crude product was added to water (3 ml)
  4. extractionextracted repeatedly with ethyl acetate
  5. dry with materialEthyl acetate extracts were dried over anhydrous MgSO4
  6. concentrationconcentrated under a reduced pressure to small volume
  7. filtrationThe resulting crystals were collected by filtration
  8. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-ab700c3708cf4166b010fdbf2e849a44
Quelldatensatz
uspto-grants-1983_04
Patentnummer
US04381395

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