Water → HCID 14865027, Verbindung

HRID 1194871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1194871
[CH:1]1([CH2:4][O:5]/[N:6]=[C:7](/[C:13]2[N:14]=[C:15]([NH:18]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[S:16][CH:17]=2)\[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1.O>C(O)=O>[CH2:11]([O:10][C:8](=[O:9])/[C:7](/[C:13]1[N:14]=[C:15]([NH2:18])[S:16][CH:17]=1)=[N:6]\[O:5][CH2:4][CH:1]1[CH2:2][CH2:3]1)[CH3:12]

Komponenten

4

Edukt 2

HCID 962WaterHCID 13269245HCID 13269245, Verbindung

Produkt 1

HCID 14865027HCID 14865027, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

Ethyl (Z)-2-cyclopropylmethoxyimino-2-(2-tritylaminothiazol-4-yl)acetate (2.39 g) was dissolved in 98% formic acid (18.7 ml), water (5.6 ml) was added, and the mixture vigorously stirred. After 6 h the solvents were evaporated, toluene added to the residue and the process repeated. This was done twice more. The residual solid was chromatographed on silica to give the title compound as a white solid (1.17 g), νmax (Nujol) 3440, 3250, 3120, 1720, and 1620 cm-1 ; δH (CDCl3) inter alia 1.35 (3H, t, J 7 Hz), 4.0 (2H, d, J 7 Hz), 4.37 (2H, q, J 7 Hz), 5.4 (2H, broad s, exch. D2O), and 6.67 (1H, s).

Aufarbeitung

  1. customAfter 6 h the solvents were evaporated
  2. additiontoluene added to the residue
  3. customThe residual solid was chromatographed on silica

Quellen und Nachweise

ORD-Eintrag
ord-7952a0d63317461b9b87aa4b7f48ac6e
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04816452

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