METHYL 2-AMINO-4-THIAZOLEACETATE synthesis
- Product Name:METHYL 2-AMINO-4-THIAZOLEACETATE
- CAS Number:64987-16-2
- Molecular formula:C6H8N2O2S
- Molecular Weight:172.2
67-56-1
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64987-16-2
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.
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Yield: 93%
Reaction Conditions:
Stage #1:methanol;2-amino-4-thiazoleacetic acid with sulfuric acid in methanol at 0;Reflux;
Stage #2: with sodium hydrogencarbonate; pH=8 - 9
Steps:
1.1 Preparation of methyl (2-amino-1,3-thiazol-4-yl)acetate
Preparation of methyl(2-amino-1,3-thiazol-4-yl)acetate To a solution of 2-amino-4-thiazole acetic acid (20 g, 0.126 mol) in methanol (100 ml) was added concentrated H2SO4 (24 ml) dropwise at 0-5° C. and the reaction mixture was refluxed for 5 hours. Subsequently the reaction mixture was basified to pH of 8-9 with NaHCO3 solution, to give a colorless precipitate, which was filtered and dried to afford the title compound in 19.5 g (93% yield).
References:
Srinivas, Akella Satya Surya Visweswara;Mathiyazhagan, Kasinathan;Sharada, Duddu Savaraiah;Ponpandian, Thanasekaran;Revathy, Kulasekharan;Reddy, Gaddam Om;Kamarai, Mani;Raiagopal, Sriram US2010/152188, 2010, A1 Location in patent:Page/Page column 6
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64987-16-2
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64987-16-2
115 suppliers
$12.00/250mg