Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate
• CAS No.: 4815-24-1
• Molecular Formula: C9H13 N O2 S
• Molecular Weight: 199.274
• Hs Code.: 29349990
• European Community (EC) Number: 225-387-5
• NSC Number: 86908
• UNII: R50Y14M25S
• DSSTox Substance ID: DTXSID30197437
• Nikkaji Number: J262.476A
• Wikidata: Q72472345
• Mol file: 4815-24-1.mol

Synonyms:ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate;4815-24-1;Ethyl 2-amino-4,5-dimethyl3-thenoate;3-Thiophenecarboxylic acid, 2-amino-4,5-dimethyl-, ethyl ester;Ethyl 2-amino-4,5-dimethyl-3-thiophenecarboxylate;NSC86908;2-Amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester;2-amino-4,5-dimethylthiophene-3-carboxylic acid ethyl ester;R50Y14M25S;EINECS 225-387-5;MFCD00085051;NSC 86908;NSC-86908;2-amino-3-carbethoxy-4,5-dimethylthiophene;Ethyl-2-amino-4,5-dimethylthiophene-3-carboxylate;2-amino-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester;NCIOpen2_001273;UNII-R50Y14M25S;IFLab1_003294;SCHEMBL1622309;DTXSID30197437;HMS1421F16;BCP29817;BBL008397;STK035422;AKOS000104192;CCG-103558;CS-W015637;FS-1490;2-amino-4,5-dimethylthiophene-3-carboxylate;BB 0217614;E1005;FT-0625924;EN300-02306;VU0006186-3;2-amino-4,5-dimethyl-3-ethoxycarbonyl-thiophene;AH-232/03154052;ethyl2-amino-4,5-dimethylthiophene-3-carboxylate;SR-01000394020;ethyl 2-amino-4,5-dimethyl-thiophene-3-carboxylate;ethyl-2-amino-4,5-dimethyl-thiophene-3-carboxylate;J-520692;SR-01000394020-1;Ethyl 2-amino-4,5-dimethyl-3-thiophenecarboxylate #;Z56926601;2-Amino-4,5-dimethyl-thiophen-3-carbonsaeureethylester;F0777-0822;2-AMINO-3-(ETHOXYCARBONYL)-4,5-DIMETHYLTHIOPHENE;2-amino-4,5-dimethyl-3-thiophenecarboxylic acid, ethyl ester;2-Amino-4,5-dimethyl-thiophen-3-carboxylic acid, ethyl ester;2-?Amino-?4,?5-?dimethyl-?3-?thiophenecarboxylic Acid Ethyl Ester

Chemical Property of Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate

Chemical Property:

• Appearance/Colour: light amber solid
• Vapor Pressure: 0.000963mmHg at 25°C
• Melting Point: 90 ºC
• Boiling Point: 302.9 °C at 760 mmHg
• PKA: 0.56±0.10(Predicted)
• Flash Point: 137 °C
• PSA: 80.56000
• Density: 1.185 g/cm³
• LogP: 2.70500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 199.06669983
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-amino-4- ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=C1C)C)N
• 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.

Technology Process of Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate

There total 5 articles about Ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

ethyl 2-cyanoacetate (105-56-6) + butanone (78-93-3) → 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester (4815-24-1)

Guidance literature:

With sulfur; In ethanol; at 78 ℃; for 1.16667h;

DOI:10.1080/00397911.2011.557175

Reference yield: 54.0%

C9H12ClNO2 → 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester (4815-24-1)

Guidance literature:

C₉H₁₂ClNO₂; With sodium hydrogen sulfide; In ethanol; at -78 - 10 ℃;

With hydrogenchloride; water; In ethanol; dichloromethane;

DOI:10.1071/CH09004

Reference yield:

C13H18N3O2S(1+)*BF4(1-) → 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester (4815-24-1)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 6h;

DOI:10.1080/00397910600588819

upstream raw materials:

ethyl 2-cyanoacetate

butanone

Downstream raw materials:

2,3-dimethyl pyrrolo[1,2-a]-thieno[2,3-d]pyrimidin-4(3H)-one

2-benzoylamino-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester

5,6-dimethyl-2-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

2-benzyl-5,6-dimethyl-3H-thieno[2,3-d]pyrimidin-4-one