| Identification | More | [Name]
2-(2-Aminothiazol-4-yl)glyoxylic acid | [CAS]
73150-67-1 | [Synonyms]
2-(2-AMINOTHIAZOL-4-YL)-2-OXO-ACETIC ACID
2-(2-AMINOTHIAZOL-4-YL) GLYOXYLIC ACID
ATGA
2-amino-alpha-oxothiazol-4-acetic acid
ATGA:2-(2-AMINOTHIAZOL-4-YL) GLYOXYLIC ACID
2-(2-aminothiazol-4-yl)glyoxylic Acid (ATGA)
2-Amino-α-oxo-4-thiazoleacetic acid | [EINECS(EC#)]
277-301-0 | [Molecular Formula]
C5H4N2O3S | [MDL Number]
MFCD00274532 | [Molecular Weight]
172.16 | [MOL File]
73150-67-1.mol |
| Chemical Properties | Back Directory | [Boiling point ]
395.7±24.0 °C(Predicted) | [density ]
1.711±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [solubility ]
DMSO | [form ]
Solid | [pka]
1.25±0.54(Predicted) | [color ]
Pale Yellow | [InChI]
InChI=1S/C5H4N2O3S/c6-5-7-2(1-11-5)3(8)4(9)10/h1H,(H2,6,7)(H,9,10) | [InChIKey]
VMASTYPGLHRVNL-UHFFFAOYSA-N | [SMILES]
C1(C(=O)C(=O)O)N=C(N)SC=1 | [CAS DataBase Reference]
73150-67-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
2-Amino-4-thiazoleglyoxylic Acid is an intermediate in synthesizing (6R,7R)-7-(2-(2-Aminothiazol-4-yl)-2-oxoacetamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (A630310), which is used in the preparation of Cephalosporin C (C258750), an antibiotic used to study the effect of transpeptidase expression, binding, and inhibition on bacterial cell wall mucopeptide synthesis. | [Synthesis]
Under ice bath cooling conditions, 10.1 g of methyl 2-(2-aminothiazol-4-yl)thioacetoxy S-acid (CAS: 89721-50-6) was mixed with 80 mL of water, followed by the addition of 10.6 g of sodium carbonate. The reaction mixture was stirred continuously for 1 h at a maintained ice bath temperature. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 2.5 at the same temperature using 6 N hydrochloric acid. the precipitated crystals were collected by filtration, washed with deionized water and subsequently dried to afford 6.2 g (67.8% yield) of 2-(2-aminothiazol-4-yl)glyoxalic acid with a melting point of more than 200°C. The infrared spectra of the product (KBr pressed slice) showed a νC=O absorption peak at 1660 cm?1. | [References]
[1] Patent: US4563534, 1986, A |
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