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| | 2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Basic information |
| Product Name: | 2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER | | Synonyms: | IFLAB-BB F1018-1557;ETHYL 2-AMINO-4-PHENYL-3-THIOPHENECARBOXYLATE;ETHYL 2-AMINO-4-PHENYLTHIOPHENE-3-CARBOXYLATE;CHEMBRDG-BB 3000514;AURORA 20210;BUTTPARK 30\06-09;ART-CHEM-BB B000514;2-AMINO-4-PHENYL-3-THIOPHENECARBOXYLIC ACID, ETHYL ESTER | | CAS: | 4815-36-5 | | MF: | C13H13NO2S | | MW: | 247.31 | | EINECS: | | | Product Categories: | | | Mol File: | 4815-36-5.mol |  |
| | 2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties |
| Melting point | 92-97 °C | | Boiling point | 391.0±42.0 °C(Predicted) | | density | 1.231 | | storage temp. | 2-8°C(protect from light) | | solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml; Ethanol: 20 mg/ml | | form | A crystalline solid | | pka | -0.14±0.10(Predicted) | | CAS DataBase Reference | 4815-36-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29349990 |
| | 2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis |
| Chemical Properties | Yellow solid | | Uses | 2-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl ester is a synthetic intermediate useful for pharmaceutical synthesis. | | Uses | Ethyl 2-Amino-4-phenylthiophene-3-carboxylate is used in the design and synthesis of thieno[2,3-d]pyrimidine analogs which exhibits antiproliferative activity against human cancer cells such as liver, pancreatic and colorectal cancer. | | Synthesis | Ethyl 2-cyano-3-phenylbut-2-enoate (513.25 g, 2.3 mol) was slowly added to a vigorously stirred ethanol (500 mL) suspension of sulfur powder (76 g, 2.3 mol) at room temperature. Subsequently, diethylamine (200 mL) was added in batches over a period of 20 min, and the temperature was raised to 62 °C during the reaction. Upon completion of the reaction, the mixture was cooled to 36 °C, then heated to 50 °C and stirred continuously for 1 h at this temperature. After stopping stirring, unreacted sulfur was removed by decantation and the hot solution was cooled to room temperature. The resulting orange solid product, ethyl 2-amino-4-phenylthiophene-3-carboxylate (195 g) was collected by filtration and washed with a small amount of cold ethanol and finally dried under vacuum. The resulting product was used for subsequent experiments without further purification. | | References | [1] Synthetic Communications, 2007, vol. 37, # 23, p. 4273 - 4279
[2] Patent: WO2012/131379, 2012, A1. Location in patent: Page/Page column 19
[3] Patent: US2014/206703, 2014, A1. Location in patent: Paragraph 0033; 0084; 0085 |
| | 2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials |
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