| Identification | Back Directory | [Name]
METHYL 2-AMINO-4-THIAZOLEACETATE | [CAS]
64987-16-2 | [Synonyms]
METHYL 2-AMINOTHIAZOLE-4-ACETATE
METHYL 2-AMINO-4-THIAZOLEACETATE
Methyl 2-aMinothiazol-4-yl-acetate
METHYL (2-AMINO-4-THIAZOLYL)ACETATE
Methyl 2-amino-4-thiazoleacetate 98%
Methyl 2-(2-aMinothiazol-4-yl)acetate
methyl (2-amino-1,3-thiazol-4-yl)acetate
2-AMino-4-thiazoleacetic acid Methyl ester
METHYL 2-(2-AMINO-1,3-THIAZOL-4-YL)ACETATE
2-Amino-4-(methylcarboxymethyl)-1,3-thiazole
4-Thiazoleacetic acid, 2-amino-, methyl ester
(2-AMINO-THIAZOL-4-YL)-ACETIC ACID METHYL ESTER
METHYL (2-AMINO-4-THIAZOLYL)ACETATE, PURISS, 98% | [Molecular Formula]
C6H8N2O2S | [MDL Number]
MFCD00129969 | [MOL File]
64987-16-2.mol | [Molecular Weight]
172.2 |
| Chemical Properties | Back Directory | [Melting point ]
112-116 °C(lit.)
| [Boiling point ]
307.3±17.0 °C(Predicted) | [density ]
1.353±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
solid | [pka]
3.61±0.10(Predicted) | [Appearance]
Light yellow to light brown Solid | [InChI]
InChI=1S/C6H8N2O2S/c1-10-5(9)2-4-3-11-6(7)8-4/h3H,2H2,1H3,(H2,7,8) | [InChIKey]
XTQKFBGFHDNUFY-UHFFFAOYSA-N | [SMILES]
S1C=C(CC(OC)=O)N=C1N | [CAS DataBase Reference]
64987-16-2 |
| Hazard Information | Back Directory | [Uses]
Methyl 2-Amino-4-thiazoleacetate is a reactant in the preparation of N-[4-(substituted)-1,3-thiazol-2-yl]-2-(substituted)acetamides as antibacterial agents against S. aureus, E. coli, P. aeruginosa, and K. pneumonia. | [Synthesis]
General procedure for the synthesis of methyl 2-(2-aminothiazol-4-yl)acetate from methanol and 2-aminothiazole-4-acetic acid: to a solution of 2-amino-4-thiazoleacetic acid (20 g, 0.126 mol) in methanol (100 ml) was added slowly and dropwise to concentrated H2SO4 (24 ml) at 0-5 °C. The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the pH of the reaction mixture was adjusted to 8-9 with NaHCO3 solution, when a colorless precipitate was produced. The precipitate was collected by filtration and dried to give 19.5 g of methyl 2-(2-aminothiazol-4-yl)acetate in 93% yield. | [References]
[1] Patent: US2010/152188, 2010, A1. Location in patent: Page/Page column 6
[2] Patent: WO2007/17728, 2007, A2. Location in patent: Page/Page column 15
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 18, p. 5408 - 5412
[4] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 1, p. 338 - 349
[5] Synthetic Communications, 2003, vol. 33, # 12, p. 1977 - 1995 |
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