Diisopropylethylamine → HCID 178465584, Verbindung

HRID 1059885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1059885
[NH2:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][N:9]=2)=[C:5]([CH3:7])[N:6]=1.[ClH:15].[C:16](=[NH:21])(OCC)[CH3:17].C(N(C(C)C)CC)(C)C>CN(C)C=O>[ClH:15].[ClH:15].[CH3:7][C:5]1[N:6]=[C:2]([NH:1][C:16](=[NH:21])[CH3:17])[S:3][C:4]=1[C:8]1[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][N:9]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 186309852-Amino-4-methyl-5-(4-methylpyridin-2-yl)-thiazole

Produkt 1

HCID 178465584HCID 178465584, VerbindungAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of 2-amino-4-methyl-5-(4-methylpyridin-2-yl)thiazole (205 mg), ethyl acetimidate hydrochloride (370 mg) and diisopropylethylamine (0.697 ml) in N,N-dimethylformamide (4 ml) was stirred at ambient temperature for 10 days and evaporated under reduced pressure. To the residue was added hydrogen chloride in ethyl acetate (4N, 4 ml) and crystallized from methanol and ethyl acetate. The precipitate was collected by filtration and recrystallized from methanol and 2-propanol to give N-(4-methyl-5-(4-methylpyridin-2-yl)thiazol-2-yl)acetamidine dihydrochloride (220 mg).

Aufarbeitung

  1. customevaporated under reduced pressure
  2. additionTo the residue was added hydrogen chloride in ethyl acetate (4N, 4 ml)
  3. customcrystallized from methanol and ethyl acetate
  4. filtrationThe precipitate was collected by filtration
  5. customrecrystallized from methanol and 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-0f27ec8ed11b4a7081edf3a27819009f
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06521643B1

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