Methyl 3-aminothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-aminothiophene-2-carboxylate
• CAS No.: 22288-78-4
• Molecular Formula: C6H7NO2S
• Molecular Weight: 157.193
• Hs Code.: 29349990
• European Community (EC) Number: 244-895-8
• UNII: E7S8G23AHX
• DSSTox Substance ID: DTXSID7073436
• Nikkaji Number: J207.957G
• Wikidata: Q72487480
• Mol file: 22288-78-4.mol

Synonyms:22288-78-4;Methyl 3-aminothiophene-2-carboxylate;Methyl 3-amino-2-thiophenecarboxylate;2-Thiophenecarboxylic acid, 3-amino-, methyl ester;3-Aminothiophene-2-carboxylic acid methyl ester;3-Amino-thiophene-2-carboxylic acid methyl ester;EINECS 244-895-8;MFCD00009765;3-Amino-2-thiophenecarboxylic Acid Methyl Ester;E7S8G23AHX;3-Amino-2-carbomethoxythiophene;methyl 3-amino-2-thiophene carboxylate;64615-13-0;methyl3-aminothiophene-2-carboxylate;UNII-E7S8G23AHX;BIDD:GT0444;SCHEMBL102285;3-anino-2-carbomethoxythiophene;DTXSID7073436;methyl 3-aminothiophenecarboxylate;3-amino-2-methoxycarbonylthiophene;HMS1668K09;methyl 3-amino-thiophenecarboxylate;BCP12607;methyl-3-amino-2-thiophene formate;BBL010101;GEO-01748;Methy 3-aminothiophene-2-carboxylate;methyl 3-aminothiophen-2-carboxylate;STK397329;methyl 3-aminothiophene 2-carboxylate;methyl-3-amino-2-thiophenecarboxylate;methyl-3-aminothiophene-2-carboxylate;AKOS000120720;AC-6762;AM82004;CS-M-08730;CS-W020059;FS-1217;methyl 3-amino-2-thiophene-carboxylate;methyl 3-amino-thiophene-2-carboxylate;methyl 3-aminothio-phene-2-carboxylate;methyl-3-amino-2-thiophene carboxylate;methyl-3-amino-thiophene-2-carboxylate;SB15617;SY001494;3-aminothiophene-2-carboxylic methyl ester;LS-152978;A1039;A4795;BB 0218346;FT-0602360;Methyl 3-amino-2-thiophenecarboxylate, 99%;3-amino-thiophene-2-carboxylicacid methylester;3-aminothiophene-2-carboxylic acid methylester;EN300-21032;3-aminothiophen-2-carboxylic acid methyl ester;Q-103178;Q-201371;F0001-0787;Z104486456

Chemical Property of Methyl 3-aminothiophene-2-carboxylate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000126mmHg at 25°C
• Melting Point: 62-64 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 334.6 °C at 760 mmHg
• PKA: 1.86±0.10(Predicted)
• Flash Point: 138.1 °C
• PSA: 80.56000
• Density: 1.319 g/cm³
• LogP: 1.69810
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 157.01974964
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-2-methoxycarbonylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CS1)N
• Uses: Methyl 3-amino-2-thiophenecarboxylate was used in:the synthesis of 4-nitro and 4-aminothienyl ureastotal synthesis of quinazolinocarboline alkaloidspreparation of thienopyrimidinone analogs

Technology Process of Methyl 3-aminothiophene-2-carboxylate

There total 9 articles about Methyl 3-aminothiophene-2-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: 87.0%

3-pyridinecarboxaldehyde (500-22-1) + (6-(thien-3-yl)thieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride (443762-12-7) → Methyl 3-aminothiophene-2-carboxylate (22288-78-4) + 3-pyridinecarboxaldehyde(6-(3-thienyl)thieno[3,2-d]pyrimidin-4-yl)hydrazone (443762-08-1)

Guidance literature:

In ethanol;

Reference yield: 81.0%

3-pyridinecarboxaldehyde (500-22-1) + (7-bromothieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride (443762-07-0) → Methyl 3-aminothiophene-2-carboxylate (22288-78-4) + 3-pyridinecarboxaldehyde(7-bromothieno[3,2-d]pyrimidin-4-yl)hydrazone (443762-06-9)

Guidance literature:

In ethanol;

Reference yield: 73.0%

methyl tetrahydrothiophen-3-one-2-carboxylate (2689-69-2) → Methyl 3-aminothiophene-2-carboxylate (22288-78-4)

Guidance literature:

With MH₂OH*HCl; In acetonitrile; for 1.5h; Heating;

DOI:10.1081/SCC-120005940

upstream raw materials:

methyl tetrahydrothiophen-3-one-2-carboxylate

3-pyridinecarboxaldehyde

(7-bromothieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride

(6-(thien-3-yl)thieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride

Downstream raw materials:

2-methylthieno[3,2-d]pyrimidin-4-ol

3-[3-(4-Methyl-benzoyl)-thioureido]-thiophene-2-carboxylic acid methyl ester

methyl 3-(1H-pyrrol-1-yl)thiophene-2-carboxylate

methyl 3-[(anilinocarbonothioyl)amino]thiophene-2-carboxylate

Refernces

• 1、 Wang, Lei,Fang, Kun,Cheng, Junfei,Li, Yu,Huang, Yahui,Chen, Shuqiang,Dong, Guoqiang,Wu, Shanchao,Sheng, Chunquan. "Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer". . p. 696 - 713. Retrieved 2020/02/04.
• 2、 Denoyelle, Séverine,Tambutet, Guillaume,Masurier, Nicolas,Maillard, Ludovic T.,Martinez, Jean,Lisowski, Vincent. "Synthesis of Thieno[3,2-e][1,4]diazepin-2-ones: Application of an Uncatalysed Pictet-Spengler Reaction". . p. 7146 - 7153. Retrieved 2015/11/16.