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| | ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE Basic information |
| Product Name: | ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE | | Synonyms: | IFLAB-BB F0777-0822;ETHYL 2-AMINO-4,5-DIMETHYL-3-THIOPHENECARBOXYLATE;ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE;ART-CHEM-BB B000515;BUTTPARK 30\06-10;AURORA 4294;2-AMINO-4,5-DIMETHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER;AKOS MSC-0423 | | CAS: | 4815-24-1 | | MF: | C9H13NO2S | | MW: | 199.27 | | EINECS: | 225-387-5 | | Product Categories: | Thiophene | | Mol File: | 4815-24-1.mol |  |
| | ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE Chemical Properties |
| 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.) | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-24/25 | | WGK Germany | WGK 3 | | HazardClass | IRRITANT | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids |
| Provider | Language |
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ALFA
| English |
| | ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE Usage And Synthesis |
| 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 |
| | ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE Preparation Products And Raw materials |
| 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 |
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