| Identification | More | [Name]
2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER | [CAS]
4815-36-5 | [Synonyms]
2-AMINO-4-PHENYL-3-THIOPHENECARBOXYLIC ACID, ETHYL ESTER
2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER
3-THIOPHENECARBOXYLIC ACID, 2-AMINO-4-PHENYL-, ETHYL ESTER
AKOS B000514
AKOS BBS-00002683
AKOS MSC-0434
ART-CHEM-BB B000514
AURORA 20210
BUTTPARK 30\06-09
CHEMBRDG-BB 3000514
ETHYL 2-AMINO-4-PHENYL-3-THIOPHENECARBOXYLATE
ETHYL 2-AMINO-4-PHENYLTHIOPHENE-3-CARBOXYLATE
IFLAB-BB F1018-1557
TIMTEC-BB SBB006987
2-amino-4-phenyl-thiophene-3-carboxylicaciethylester
amino-2ethoxycarbonyl-3phenyl-4thiophene
2-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl ester ,98% | [Molecular Formula]
C13H13NO2S | [MDL Number]
MFCD00126391 | [Molecular Weight]
247.31 | [MOL File]
4815-36-5.mol |
| Chemical Properties | Back Directory | [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) | [Detection Methods]
HPLC,NMR | [CAS DataBase Reference]
4815-36-5(CAS DataBase Reference) | [Storage Precautions]
Heat sensitive |
| Hazard Information | Back Directory | [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 |
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