| Identification | More | [Name]
2-(2-Aminothiazole-4-yl)-2-hydroxyiminoacetic acid | [CAS]
66338-96-3 | [Synonyms]
2-(2-AMINOTHIAZOLE-4-YL)-2-HYDROXYIMINOACETIC ACID
(2-AMINOTHIAZOL-4-YL)HYDROXYIMINO ACETIC ACID
(Z)-2-HYDROXYIMINO-2-(2-AMINOTHIAZOL-4-YL)ACETIC ACID
(Z)-2-HYDROXYIMINO-2-(2-AMINOTHIAZOLE-4-YL)ACETIC ACID
2-(2-Amino-4-thiazolyl)-2-hydroxyiminoaceticacid
2-(2-aminothiazole-4-yl)-z-hydroxyiminoaceticacid
2-Amino-alpha-(hydroxyimino)-4-thiazoleaceticacid
(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetic acid
2-(2-Aminothiazole-4-yl)-2-hydroxyiminoacetic acid(HATA)
(Z)-2-Hydroxyimino-2-(2-aminothiazol-4-yl)Acetic acid anhydrous
(Z)-2-Hydroxyimino-2-(2-aminot
(Z)-2-HYDROXYIMINO-2-(2-AMINOTHIAZOL-4-YL) ACETIC ACID/HATA
HATA
ATHAA
(Z)-2-(2-Amino-4-thiazolyl)-2-hydroxyiminoacetic acid
(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetic Acid (HATA) | [Molecular Formula]
C5H5N3O3S | [MDL Number]
MFCD00062754 | [Molecular Weight]
187.18 | [MOL File]
66338-96-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
190-192°C | [Boiling point ]
539.4±42.0 °C(Predicted) | [density ]
1.92±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [solubility ]
DMSO (Slightly, Heated) | [form ]
Solid | [pka]
10.37±0.70(Predicted) | [color ]
Pale Beige | [CAS DataBase Reference]
66338-96-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
(Z)-2-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetic Acid?can be used to synthesize cephalosporin derivatives and β-lactam antibiotics. | [Synthesis]
GENERAL METHOD: NaOH (2.4 g, 0.06 mol) was dissolved in water (100 mL) and stirred under cooling in an ice bath. To this solution was added ethyl 2-(2-aminothiazol-4-yl)-2-(trans)-hydroxyiminoacetate or ethyl 2-(2-aminothiazol-4-yl)-2-(cis)-hydroxyiminoacetate (10.76 g, 0.05 mol). The reaction mixture was stirred at 15-20°C for 2-3 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residual solid was dissolved in water (100 mL), decolorized by the addition of Norit (1.0 g) and filtered. Glacial acetic acid was slowly added dropwise to the filtrate under stirring until the pH reached neutral. The resulting precipitate was collected by filtration, washed with water and finally the product was purified by two ethanol recrystallizations. | [References]
[1] Polyhedron, 2015, vol. 85, p. 208 - 220 |
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