| Identification | More | [Name]
ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE | [CAS]
4815-24-1 | [Synonyms]
2-AMINO-4,5-DIMETHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER
3-THIOPHENECARBOXYLIC ACID, 2-AMINO-4,5-DIMETHYL-, ETHYL ESTER
AKOS 92580
AKOS B000515
AKOS BBS-00002580
AKOS MSC-0423
ART-CHEM-BB B000515
AURORA 4294
BUTTPARK 30\06-10
ETHYL 2-AMINO-4,5-DIMETHYL-3-THIOPHENECARBOXYLATE
ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE
IFLAB-BB F0777-0822
OTAVA-BB BB0125270012
TIMTEC-BB SBB005519
ethyl 2-amino-4,5-dimethyl3-thenoate
2-Amino-4-ethyl-5-methyl-thiophene-3-carboxylic acid methyl ester ,97%
Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate ,97%
2-Amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester
4,5-Dimethyl-2-aminothiophene-3-carboxylic acid ethyl ester | [EINECS(EC#)]
225-387-5 | [Molecular Formula]
C9H13NO2S | [MDL Number]
MFCD00085051 | [Molecular Weight]
199.27 | [MOL File]
4815-24-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
90 °C | [Boiling point ]
302.9±37.0 °C(Predicted) | [density ]
1.185±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
0.56±0.10(Predicted) | [color ]
White to Light yellow | [λmax]
310nm(MeOH)(lit.) | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C9H13NO2S/c1-4-12-9(11)7-5(2)6(3)13-8(7)10/h4,10H2,1-3H3 | [InChIKey]
JYSDXODDWAQWJR-UHFFFAOYSA-N | [SMILES]
C1(N)SC(C)=C(C)C=1C(OCC)=O | [CAS DataBase Reference]
4815-24-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [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:Wear suitable protective clothing . | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
N,N-Dimethylformamide-->Triethylamine-->Sulfur-->Ethyl cyanoacetate-->2-Butanone-->Ethanol-->Diethylamine | [Preparation Products]
5,6-DIMETHYLTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE-->5,6-dimethyl-3-(4-methylphenyl)-2-sulfanylidene-1H-thieno[2,3-d]pyrimidin-4-one-->ethyl 2-(acetylamino)-4,5-dimethylthiophene-3-carboxylate-->ETHYL 2-ISOTHIOCYANATO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE-->(4,5-dimethyl-3-thienyl)methanol(SALTDATA: FREE)-->3-AMINO-5,6-DIMETHYL-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Uses]
2-Amino-4,5-dimethyl-3-thiophenecarboxylic Acid Ethyl Ester is used in the preparation triazine and pyrimidine derivatives as anti-inflammatory and analgesic agents. Also used in the synthesis of antioxidants through heteroaryl amines as well as CB2 cannabinoid receptor partial agonists. | [Synthesis]
To a 100-mL round-bottomed flask were added 2-butanone (20 g, 0.28 mol, 1.0 eq.), ethyl cyanoacetate (31.4 g, 0.28 mol, 1.0 eq.), and sulfur powder (8.9 g, 0.28 mol, 1.0 eq.), followed by ethanol as a solvent. Diethylamine (21 g, 0.28 mol, 1.0 eq.) was added dropwise to the above mixture. The reaction system was stirred continuously for 8 hours at room temperature. After completion of the reaction, the reaction mixture was diluted with water and the resulting precipitate was collected by filtration. Purification by ethanol recrystallization afforded ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate as a yellow solid (41 g, 75% yield). | [References]
[1] Synthetic Communications, 2012, vol. 42, # 16, p. 2367 - 2374
[2] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 6, p. 2091 - 2092
[3] Organic and Biomolecular Chemistry, 2014, vol. 12, # 24, p. 4233 - 4242
[4] Journal of Sulfur Chemistry, 2014, vol. 35, # 3, p. 261 - 269
[5] Journal of Heterocyclic Chemistry, 2014, vol. 51, # SUPPL. 1, p. E216-E221 |
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