Lithium Hydroxide → 4-(2-Methyl-1,3-thiazol-4-yl)-2-oxo-2H-chromene-7-carboxylic acid

HRID 1988215Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988215
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([O:19]C)=[O:18])=[CH:14][CH:15]=3)[O:10][C:9](=[O:21])[CH:8]=2)[N:6]=1.[OH-].[Li+]>C1COCC1>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([OH:19])=[O:18])=[CH:14][CH:15]=3)[O:10][C:9](=[O:21])[CH:8]=2)[N:6]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 57729247Methyl 4-(2-methyl-1,3-thiazol-4-yl)-2-oxo-2H-chromene-7-carboxylate

Produkt 1

HCID 577292624-(2-Methyl-1,3-thiazol-4-yl)-2-oxo-2H-chromene-7-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a solution of methyl 4-(2-methyl-1,3-thiazol-4-yl)-2-oxo-2H-chromene-7-carboxylate (1.0 g, 3.32 mmol) in THF (33 ml) was added lithium hydroxide 1 M (16.6 ml, 16.6 mmol). The reaction was heated at 65° C. for 90 min, cooled to rt and evaporated. A solution of HCl 2N was then added to the residue and the mixture stirred for 1 h. The powder was filtered to give the title compound. 1H NMR (400 MHz, DMSO-d6): δ 8.37 (m, 1H), 8.28 (s, 1H), 7.87 (m, 2H), 6.85 (s, 1H), 2.80 (s, 3H).

Aufarbeitung

  1. temperaturecooled to rt
  2. customevaporated
  3. additionA solution of HCl 2N was then added to the residue
  4. filtrationThe powder was filtered

Quellen und Nachweise

ORD-Eintrag
ord-40abf0571de14ad499f4c58cbb0eba41
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07553973B2

Notizen zur Reaktion

Wird geladen…