Trifluoroacetic acid → 2-amino-N,N-dimethyl-1,3-thiazole-4-carboxamide

HRID 2222995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2222995
C(OC(=O)[NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13](=[O:17])[N:14]([CH3:16])[CH3:15])[N:12]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:15][N:14]([CH3:16])[C:13]([C:11]1[N:12]=[C:8]([NH2:7])[S:9][CH:10]=1)=[O:17]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86603401(4-Dimethylcarbamoyl-thiazol-2-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 545942972-amino-N,N-dimethyl-1,3-thiazole-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of (4-dimethylcarbamoyl-thiazol-2-yl)-carbamic acid tert-butyl ester (150 mg, 0.53 mmol) in dichloromethane (1 mL) at 0° C. was added trifluoroacetic acid (2.5 mL, 32 mmol) and the mixture stirred at 0° C. until all of the starting material had been consumed. The reaction mixture was concentrated in vacuo, the residue dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate (2×), brine, dried over sodium sulfate and concentrated in vacuo to give crude 2-amino-thiazole-4-carboxylic acid dimethylamide as a viscous colorless oil which was used without further purification (85 mg, 90%).

Aufarbeitung

  1. customhad been consumed
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionthe residue dissolved in ethyl acetate
  4. washwashed with saturated aqueous sodium bicarbonate (2×), brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ab1f620ec28c40f18aa42485c2e4a7cb
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07371869B2

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