Diethyl Ether → HCID 136088519, Verbindung

HRID 227656Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 227656
[NH2:1][C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([OH:7])[N:6]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14].C(OCC)C>C(O)(=O)C>[C:13]([NH:1][C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([OH:7])[N:6]=1)(=[O:15])[CH3:14]

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 224465Ethyl 2-amino-4-hydroxythiazole-5-carboxylate

Produkt 1

HCID 136088519HCID 136088519, VerbindungAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Ethyl 2-amino-4-hydroxy-1,3-thiazole-5-carboxylate (6.00 g, 31.9 mmol) was dissolved in 100 mL of acetic acid with stirring. Acetic anhydride (15.0 mL, 159 mmol) was added via syringe. The reaction was stirred for 16 hours and 100 mL of diethyl ether was added. The reaction was filtered and the pale yellow solid was washed with diethyl ether, dried, and collected to afford 6.04 g (82%) of ethyl 2-(acetylamino)-4-hydroxy-1,3-thiazole-5-carboxylate. 1H NMR (300 MHz, DMSO-d6) δ 12.32 (s, 1H), 11.32 (s, 1H), 4.16 (q, J=7.0 Hz, 2H), 2.16 (s, 3H), 1.23 (t, J=7.0 Hz, 3H).

Aufarbeitung

  1. stirringThe reaction was stirred for 16 hours
  2. filtrationThe reaction was filtered
  3. washthe pale yellow solid was washed with diethyl ether
  4. customdried
  5. customcollected

Quellen und Nachweise

ORD-Eintrag
ord-5bb04ea29b194249901b37581aa15972
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560568B2

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