ChemicalBook--->CAS DataBase List--->4815-36-5

4815-36-5

4815-36-5 Structure

4815-36-5 Structure
IdentificationMore
[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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Acetic acid-->Benzene-->Sulfur-->Ethyl cyanoacetate-->Diethylamine-->Acetophenone-->Ammonium acetate-->(E)-2-Cyano-3-phenyl-but-2-enoic acid ethyl ester-->Morpholine
[Preparation Products]

4-Chloro-5-phenylthieno[2,3-d]pyrimidine-->2-(2-Cyano-acetylamino)-4-phenyl-thiophene-3-carboxylic acid ethyl ester-->ethyl 2-acetamido-4-phenylthiophene-3-carboxylate-->Thieno[2,3-d]pyrimidin-4(1H)-one, 3-cyclohexyl-2,3-dihydro-5-phenyl-2-thioxo--->4-phenyl-2-Thiophenamine-->2-Benzyl-4-chloro-5-phenylthieno[2,3-d]pyriMidine
Hazard InformationBack 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]

2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2Z)-

17277-47-3

2-AMINO-4-PHENYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER

4815-36-5

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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