| Identification | More | [Name]
Methyl 2-aminothiazole-5-carboxylate | [CAS]
6633-61-0 | [Synonyms]
2-AMINO-THIAZOLE-5-CARBOXYLIC ACID METHYL ESTER
METHYL 2-AMINO-1,3-THIAZOLE-5-CARBOXYLATE
METHYL 2-AMINOTHIAZOLE-5-CARBOXYLATE
RARECHEM AL BF 1263
5-Thiazolecarboxylic acid, 2-amino-, methyl ester | [EINECS(EC#)]
640-111-7 | [Molecular Formula]
C5H6N2O2S | [MDL Number]
MFCD03788562 | [Molecular Weight]
158.18 | [MOL File]
6633-61-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
182-186°C | [Boiling point ]
298.7±13.0 °C(Predicted) | [density ]
1.408±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.02±0.10(Predicted) | [color ]
Tan to Light Brown | [InChI]
InChI=1S/C5H6N2O2S/c1-9-4(8)3-2-7-5(6)10-3/h2H,1H3,(H2,6,7) | [InChIKey]
UJNNCGWBDJHCEM-UHFFFAOYSA-N | [SMILES]
S1C(C(OC)=O)=CN=C1N | [CAS DataBase Reference]
6633-61-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Harmful | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Uses]
Methyl 2-Aminothiazole-5-carboxylate (cas# 6633-61-0) is a compound useful in organic synthesis. | [Synthesis]
General procedure for the synthesis of methyl 2-aminothiazole-5-carboxylate from methyl 2-chloro-3-oxopropionate and compound (CAS:17356-08-0): a mixture of 2.4 g of methyl 2-chloro-3-oxopropionate, 20 mL of water, and 1.75 g of thiourea was refluxed for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, decolorized by adding 0.25 g of activated carbon (Norit) and filtered. The filtrate was adjusted to neutral pH by slowly adding 2.5 N sodium hydroxide solution to the filtrate.The precipitate was collected by filtration to give 1.23 g (44% yield) of methyl 2-aminothiazole-5-carboxylate. | [References]
[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1991, # 3, p. 349 - 352
[2] Patent: WO2003/97616, 2003, A1. Location in patent: Page/Page column 26
[3] Journal of the American Chemical Society, 1952, vol. 74, p. 5799
[4] Ann. Rep. Res. Inst. Tuberc. Kanazawa Univ., 1953, vol. 11, # 2, p. 39,41
[5] Chem.Abstr., 1955, p. 8250 |
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