N,N-Dimethylbenzamide → 4-Thiazolecarboxylic acid

HRID 750438

Reaktionsgleichung

Reaktionsgleichung von HRID 750438
P([O-])([O-])([O-])=O.[K+].[K+].[K+].[S:9]1[CH:13]=[C:12]([C:14]#[N:15])[N:11]=[CH:10]1.C(#N)C.[OH2:19].CN(C)[C:22](=[O:29])[C:23]1[CH:28]=CC=CC=1>C(#N)C>[S:9]1[CH:13]=[C:12]([C:14]([NH2:15])=[O:29])[N:11]=[CH:10]1.[S:9]1[CH:28]=[C:23]([C:22]([OH:29])=[O:19])[N:11]=[CH:10]1

Komponenten

7

Edukt 4

HCID 11916N,N-DimethylbenzamideHCID 150694-Cyanothiazole3×HCID 62657Potassium Phosphate, TribasicHCID 18373917Acetonitrile--water (1/1)

Produkt 2

HCID 3042714-Thiazolecarboxylic acidHCID 4452761,3-Thiazole-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a 15-mL polypropylene centrifuge tube is added 3.70 mL of 50 mM potassium phosphate buffer (pH 7.0), 1.0 mL of a suspension of 22.1 mg dry cell weight E. coli SW132 wet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0), and 0.2754 g of 4-thiazolecarbonitrile. The final concentration of 4-thiazolecarbonitrile is 0.500 M. The reaction mixture is mixed on a rotating platform at 25° C. After 30 min, 7.50 mL of 95:5 acetonitrile/water containing 0.30 M N,N-dimethylbenzamide (HPLC external standard) is added to the reaction, the resulting mixture centrifuged, and a 0.100 mL of the supernatant mixed with 0.900 mL of acetonitrile and analyzed by HPLC. The conversion of 4-thiazolecarbonitrile is 100%, and the yields of 4-thiazolecarboxamide and 4-thiazolecarboxylic acid are 100% and 0%, respectively.

Aufarbeitung

  1. customdry cell weight E
  2. customwet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0)
  3. additionThe reaction mixture is mixed on a rotating platform at 25° C

Quellen und Nachweise

ORD-Eintrag
ord-6f3a501124a64d75afba6f8048f610d1
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405064B2

Verknüpfte Notizen

Wird geladen…