ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate

Base Information

• Chemical Name: ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate
• CAS No.: 46193-76-4
• Molecular Formula: C9H9 N O2 S
• Molecular Weight: 195.242
• Hs Code.: 2934999090
• NSC Number: 157804
• DSSTox Substance ID: DTXSID80303309
• Nikkaji Number: J3.270.855B
• Wikidata: Q72477402
• Mol file: 46193-76-4.mol

Synonyms:ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate;46193-76-4;Ethyl 4H-Thieno[2,3-d]Pyrrole-5-Carboxylate;4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, ethyl ester;MFCD03425800;4H-thieno[3,2-b]pyrrole-5-carboxylic acid ethyl ester;Ethyl4H-thieno[3,2-b]pyrrole-5-carboxylate;NSC157804;SCHEMBL1161150;DTXSID80303309;BLUDZFMRKHHPGZ-UHFFFAOYSA-N;HMS1633H08;HMS3450A03;AKOS000674335;CCG-148619;CS-W018766;NSC-157804;SY021203;AM20100180;Ethyl 4H-thieno[3,2-b]pyrrole5-carboxylate;FT-0647410;EN300-236404;ethyl 4h-thieno[3,2-b]-pyrrole-5-carboxylate;6T-0315;A827003;J-521011;4H-thieno[2,3-d]pyrrole-5-carboxylic acid ethyl ester;F2158-1436

Chemical Property of ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate

Chemical Property:

• Vapor Pressure: 6.06E-05mmHg at 25°C
• Melting Point: 131-132ºC
• Boiling Point: 345.7 ºC at 760 mmHg
• PKA: 14.65±0.30(Predicted)
• Flash Point: 162.9 ºC
• PSA: 70.33000
• Density: 1.339 g/cm³
• LogP: 2.40610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 195.03539970
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4h-thieno[3,2-b]pyrrole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)C=CS2

Technology Process of ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate

There total 12 articles about ethyl 4H-thieno[3,2-b]pyrrole-5-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-azido-3-(thiophen-2-yl)acrylate (35355-50-1) → ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate (46193-76-4)

Guidance literature:

In toluene; for 2h; Reflux;

DOI:10.1021/ol4034622 DOI:10.1021/acs.jmedchem.5b01047

Reference yield: 91.0%

ethyl (Z)-2-azido-3-(2-thienyl)prop-2-enoate (1056976-66-9) → ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate (46193-76-4)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; for 0.5h; Reflux;

DOI:10.1021/acs.jmedchem.6b01018

Reference yield: 80.0%

ethyl 2-azido-3-(thiophen-2-yl)acrylate (35355-50-1) → ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate (46193-76-4)

Guidance literature:

In toluene; for 2h; Heating / reflux;

upstream raw materials:

N-acetyl-N-(2-formyl-thiophen-3-yl)-glycine ethyl ester

ethyl 2-azido-3-(thiophen-2-yl)acrylate

ethyl (Z)-2-azido-3-(2-thienyl)prop-2-enoate

thiophene-2-carbaldehyde

Downstream raw materials:

ethyl 6-[(dimethylamino)methyl]-4H-thieno[3,2-b]pyrrole-5-carboxylate

(4H-thieno[3,2-b]pyrrol-5-yl)methanol

4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-thia-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-butyric acid

Refernces

• 1、 EL-Atawy, Mohamed A.,Ferretti, Francesco,Ragaini, Fabio. "Corrigendum to: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles: Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles (European Journal of Organic Chemistry, (2017), 2017, 14, (1902-1910), 10.1002/ejoc.201700165)". . p. 4968 - 4968. Retrieved 2019.
• 2、 -. "New tetracyclic compound". Paragraph 0351; 0356-0357. . Retrieved 2019/11/14.