| Identification | More | [Name]
Ethyl 2-aminothiazole-5-carboxylate | [CAS]
32955-21-8 | [Synonyms]
2-AMINO-THIAZOLE-5-CARBOXYLATE ETHYL ESTER
2-AMINO-THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER
BUTTPARK 77\50-04
ETHYL 2-AMINO-1,3-THIAZOLE-5-CARBOXYLATE
ETHYL 2-AMINOTHIAZOLE-5-CARBOXYLATE
RARECHEM AL BI 1263
Thiazole,2-amino-5-carboxylic acid ethyl ester
Ethyl-2-aminothiazole-5-carbonylate
Ethyl 2-amino-1,3-thiazole-5-carboxylate 98%
ETHYL 2-AMINO-5-CARBOXLATE
5-Thiazolecarboxylic acid, 2-amino-, ethyl ester
ETHYL 2-AMINO-1,3-THIAZOLE-5-CARBOXYLATE HYDROBROMIDE
Ethyl 2-aminothiazole-5-carboxylate ,97% | [EINECS(EC#)]
676-105-6 | [Molecular Formula]
C6H8N2O2S | [MDL Number]
MFCD00602139 | [Molecular Weight]
172.2 | [MOL File]
32955-21-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
144-148 | [Boiling point ]
308.0±15.0 °C(Predicted) | [density ]
1.336±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [Water Solubility ]
Insoluble in water | [form ]
powder to crystal | [pka]
3.12±0.10(Predicted) | [color ]
White to Yellow to Orange | [Sensitive ]
Moisture & Light Sensitive | [λmax]
299nm(EtOH)(lit.) | [Detection Methods]
HPLC | [InChI]
InChI=1S/C6H8N2O2S/c1-2-10-5(9)4-3-8-6(7)11-4/h3H,2H2,1H3,(H2,7,8) | [InChIKey]
VNZXERIGKZNEKB-UHFFFAOYSA-N | [SMILES]
S1C(C(OCC)=O)=CN=C1N | [CAS DataBase Reference]
32955-21-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P271-P280 | [Hazard Codes ]
Xi | [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 . | [WGK Germany ]
2 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29341000 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White to yellow or light brown crystal or powder | [Uses]
2-Amino-5-thiazolecarboxylic Acid Ethyl Ester is used in the synthesis of dual-action antidiabetic agents that inhibit glycogen phosphorylase. | [Synthesis Reference(s)]
Tetrahedron Letters, 42, p. 2101, 2001 DOI: 10.1016/S0040-4039(01)00161-7 | [Synthesis]
1. N-bromosuccinimide (19.6 g, 0.11 mol) was slowly added to a water/dioxane (1:1, 100 mL) solution of ethyl 3-ethoxyacrylate (14.4 g, 0.1 mol) at -10 °C. 2. The reaction mixture was stirred at room temperature for 1 h. 3. After the addition of thiourea (7.6 g, 0.1 mol), the reaction mixture was was heated to 80 °C and maintained for 1 h. 4. Upon completion of the reaction, the solution was cooled to room temperature followed by the addition of ammonia (20 mL). 5. The resulting paste was stirred at room temperature for 10 min and then filtered. 6. The filter cake was washed with water and dried under vacuum to give the final product, ethyl 2-aminothiazole-5-carboxylate (12.1 g, 70% yield). | [References]
[1] Patent: EP2615092, 2013, A1. Location in patent: Paragraph 0095; 0096
[2] Patent: WO2006/8556, 2006, A1. Location in patent: Page/Page column 20-21 |
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