Ethyl 2-amino-5-ethylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-5-ethylthiophene-3-carboxylate
• CAS No.: 4507-13-5
• Molecular Formula: C9H13NO2S
• Molecular Weight: 199.274
• Hs Code.: 29349990
• European Community (EC) Number: 224-824-7
• NSC Number: 159633
• DSSTox Substance ID: DTXSID20196373
• Nikkaji Number: J205.883I
• Wikidata: Q72472353
• ChEMBL ID: CHEMBL1335278
• Mol file: 4507-13-5.mol

Synonyms:ethyl 2-amino-5-ethylthiophene-3-carboxylate;4507-13-5;Ethyl 2-amino-5-ethyl-3-thenoate;Ethyl 2-amino-5-ethyl-3-thiophenecarboxylate;2-Amino-5-ethyl-thiophene-3-carboxylic acid ethyl ester;EINECS 224-824-7;MFCD00015559;3-Thiophenecarboxylic acid, 2-amino-5-ethyl-, ethyl ester;Kajaku;Oprea1_538418;MLS000081808;2-Amino-5-ethyl-3-Thiophenecarboxylicacid ethylester;SCHEMBL1973680;2-Amino-5-ethyl-3-thiophenecarboxylic acid ethyl ester;CHEMBL1335278;DTXSID20196373;HMS2269H17;AMY15650;BBL008379;NSC159633;STK347848;AKOS000115847;NSC 159633;NSC-159633;AS-41884;SMR000062382;2-amino-5-ethyl-3-ethoxycarbonyl-thiophene;2-amino-3-ethoxy-carbonyl-5-ethyl-thiophene;CS-0307592;FT-0678510;EN300-02953;A18789;Ethyl 2-amino-5-ethyl-thiophene-3-carboxylate;AB00416994-09;3-Thiophenecarboxylic acid, 2-amino-5-ethyl ester;J-520703;Z56891230;2-amino-5-ethyl-3-thiophenecarboxylic acid, ethyl ester

Chemical Property of Ethyl 2-amino-5-ethylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.00052mmHg at 25°C
• Melting Point: 73 °C
• Refractive Index: 1.564
• Boiling Point: 312.7 °C at 760 mmHg
• Flash Point: 142.9 °C
• PSA: 80.56000
• Density: 1.183 g/cm³
• LogP: 2.65060
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 199.06669983
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-Amino-5-ethylthiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=C(S1)N)C(=O)OCC
• Uses: Ethyl 2-Amino-5-ethylthiophene-3-carboxylate is used as a reagent in the synthesis of 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as antitumor agents. Also used as a reagent in the synthesis of the necroptosis inhibitor, Necrostatin-5 (Nec-5).

Technology Process of Ethyl 2-amino-5-ethylthiophene-3-carboxylate

There total 5 articles about Ethyl 2-amino-5-ethylthiophene-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: 93.0%

→ ethyl 2-amino-5-ethylthiophene-3-carboxylate (4507-13-5)

Guidance literature:

Reference yield: 91.0%

butyraldehyde (123-72-8) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-amino-5-ethylthiophene-3-carboxylate (4507-13-5)

Guidance literature:

With sulfur; diethylamine; In water; for 0.0833333h; Sonication;

DOI:10.1080/00397910903219435

Reference yield: 49.0%

sulfur (10544-50-0) + butyraldehyde (123-72-8) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-amino-5-ethylthiophene-3-carboxylate (4507-13-5)

Guidance literature:

sulfur; ethyl 2-cyanoacetate; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

butyraldehyde; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

butyraldehyde

ethyl 2-cyanoacetate

sulfur

Downstream raw materials:

6-ethyl-3H-thieno[2,3-d]pyrimidin-4-one

5-Ethyl-2-phenylamino-thiophene-3-carboxylic acid ethyl ester

4-chloro-6-ethylthieno<2,3-d>pyrimidine

4-(4-bromophenyl)amino-6-ethyl<2,3-d>pyrimidine

Refernces

• 1、 Guo, Yan-Chun,Li, Jing,Ma, Jiao-Li,Yu, Zhi-Ran,Wang, Hai-Wei,Zhu, Wen-Juan,Liao, Xin-Cheng,Zhao, Yu-Fen. "Synthesis and antitumor activity of α-aminophosphonate derivatives containing thieno[2,3-d]pyrimidines". . p. 755 - 758. Retrieved 2015/08/03.
• 2、 Rezaei-Seresht, Esmail,Tayebee, Reza,Yasemi, Mohammad. "KG-60-piperazine as a new heterogeneous catalyst for gewald three-component reaction". . p. 1859 - 1864. Retrieved 2013/05/21.