Amidinothiourea → 4-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole

HRID 1491840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1491840
Br.C([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13](=O)[CH2:14]Br)[N:8]=1)(=O)C.[NH2:17][C:18](=[N:20][C:21]([NH2:23])=[S:22])[NH2:19]>CO>[NH2:5][CH2:6][C:7]1[N:8]=[C:9]([C:13]2[N:23]=[C:21]([N:20]=[C:18]([NH2:19])[NH2:17])[S:22][CH:14]=2)[CH:10]=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 2724563AmidinothioureaHCID 189538712-(Acetylaminomethyl)-6-bromoacetylpyridine hydrobromide

Produkt 1

HCID 103997684-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazoleAusbeute 42,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(acetylaminomethyl)-6-bromoacetyl-pyridine hydrobromide (3.34 g) and diaminomethylenethiourea (1.01 g) in methanol (50 ml) was refluxed for 10 hours with stirring. The resulting precipitate was collected, dissolved in water (50 ml) and the solution was made basic with aqueous potassium carbonate. The separated product was collected and washed with water to give 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole (0.90 g).

Aufarbeitung

  1. temperaturewas refluxed for 10 hours
  2. customThe resulting precipitate was collected
  3. dissolutiondissolved in water (50 ml)
  4. customThe separated product was collected
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-5cd42c238e234c7aac371864cfa42aca
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05371097

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