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

HRID 2422520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2422520
C[C:2]1([C:19]([O-:21])=[O:20])[CH:11]=[C:10]2[C:5](=[C:6]([C:13]3[N:14]=[C:15]([CH3:18])[S:16][CH:17]=3)[CH2:7][C:8](=[O:12])[O:9]2)[CH:4]=[CH:3]1.[OH-].[Li+].Cl>C1COCC1>[CH3:18][C:15]1[S:16][CH:17]=[C:13]([C:6]2[C:5]3[C:10](=[CH:11][C:2]([C:19]([OH:21])=[O:20])=[CH:3][CH:4]=3)[O:9][C:8](=[O:12])[CH:7]=2)[N:14]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 866219767-methyl-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 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a solution of 7-methyl-4-(2-methyl-1,3-thiazol-4-yl)-2-oxo-2H-chromene-7-carboxylate (840 mg, 2.79 mmol) in THF (40 mL) a solution of lithium hydroxide (14 mL, 14.0 mmol) was added. The solution was then heated at 65° C. for 1.5 hours. After cooling, THF was removed under reduced pressure and 2N HCl (8.6 mL, 17.2 mmol) was added. After 1 h stirring, the solid formed was collected by filtration to afford the title compound. 1H NMR (400 MHz, DSMO-d6): 13.6 (bs, 1H), 8.40 (d, 1H), 8.32 (s, 1H), 7.91 (d, 1H), 7.89 (s, 1H), 6.86 (s, 1H), 2.82 (s, 3H).

Aufarbeitung

  1. temperatureAfter cooling
  2. additionwas added
  3. customthe solid formed
  4. filtrationwas collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-c9c34870e1f24bd3bd5502f5840ef7d3
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960409B2

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