3,4-THIOPHENEDICARBOXYLIC ACID, 2-AMINO-, 3-ETHYL 4-METHYL ESTER

Base Information

• Chemical Name: 3,4-THIOPHENEDICARBOXYLIC ACID, 2-AMINO-, 3-ETHYL 4-METHYL ESTER
• CAS No.: 844502-63-2
• Molecular Formula: C9H11 N O4 S
• Molecular Weight: 229.257
• Mol file: 844502-63-2.mol

Synonyms:3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate;3,4-Thiophenedicarboxylicacid,2-amino-,3-ethyl 4-methyl ester;2-amino-thiophene-3,4-dicarboxylic acid 3-ethyl ester 4-methyl ester;2-aminothiophene-3,4-dicarboxylic acid O3-ethyl ester O4-methyl ester;QC-5911;O3-ethyl O4-methyl 2-azanylthiophene-3,4-dicarboxylate;

Chemical Property of 3,4-THIOPHENEDICARBOXYLIC ACID, 2-AMINO-, 3-ETHYL 4-METHYL ESTER

Chemical Property:

• Melting Point: 102 °C
• Boiling Point: 328℃
• PKA: -1.03±0.10(Predicted)
• Flash Point: 152℃
• PSA: 106.86000
• Density: 1.321
• LogP: 1.87480

Purity/Quality:

99% ^*data from raw suppliers

3-Ethyl 4-Methyl 2-Aminothiophene-3,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4-THIOPHENEDICARBOXYLIC ACID, 2-AMINO-, 3-ETHYL 4-METHYL ESTER

There total 1 articles about 3,4-THIOPHENEDICARBOXYLIC ACID, 2-AMINO-, 3-ETHYL 4-METHYL ESTER 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: 61.34%

pyruvic acid methyl ester (600-22-6) + ethyl 2-cyanoacetate (105-56-6) → 3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate (844502-63-2)

Guidance literature:

With sulfur; triethylamine; In N,N-dimethyl-formamide; at 50 ℃;

Reference yield: 73.7%

3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate (844502-63-2) + formamidine acetate → ethyl 4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxylate (1353498-44-8)

Guidance literature:

In ethanol; for 70h; Inert atmosphere; Reflux;

DOI:10.1021/jm400718n

Reference yield: 56.51%

3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate (844502-63-2) → 3-ethyl 4-methyl 2-iodothiophene-3,4-dicarboxylate (887511-47-9)

Guidance literature:

3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate; With hydrogenchloride; In water; at 20 ℃; for 0.333333h;

With sodium nitrite; In water; at 0 ℃; for 1h;

With potassium iodide; In water; for 0.75h;

DOI:10.1002/anie.202105036

upstream raw materials:

pyruvic acid methyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

2-bis-t-butoxycarbonylamino-thiophene-3,4-dicarboxylic acid-3-ethyl ester-4-methyl ester

3-ethyl 4-methyl 2-iodothiophene-3,4-dicarboxylate

3-ethyl 4-methyl 2-iodothiophene-3,4-dicarboxylate

1-iodo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Refernces

• 1、 -. "Preparation process 2-5 - thiophene dicarboxylic acid". Paragraph 0030-0033; 0038-0040; 0045-0047. . Retrieved 2021/12/07.
• 2、 Zhong, Wenhe,Pasunooti, Kalyan Kumar,Balamkundu, Seetharamsing,Wong, Yee Hwa,Nah, Qianhui,Gadi, Vinod,Gnanakalai, Shanmugavel,Chionh, Yok Hian,McBee, Megan E.,Gopal, Pooja,Lim, Siau Hoi,Olivier, Nelson,Buurman, Ed T.,Dick, Thomas,Liu, Chuan Fa,Lescar, Julien,Dedon, Peter C.. "Thienopyrimidinone Derivatives That Inhibit Bacterial tRNA (Guanine37- N1)-Methyltransferase (TrmD) by Restructuring the Active Site with a Tyrosine-Flipping Mechanism". . p. 7788 - 7805. Retrieved 2019/10/11.