2-Thiophenecarboxamide

Base Information

• Chemical Name: 2-Thiophenecarboxamide
• CAS No.: 5813-89-8
• Molecular Formula: C5H5 N O S
• Molecular Weight: 127.167
• Hs Code.: 2934999090
• European Community (EC) Number: 677-823-2
• NSC Number: 109369
• DSSTox Substance ID: DTXSID60206849
• Nikkaji Number: J59.658B
• Wikidata: Q83080699
• Mol file: 5813-89-8.mol

Synonyms:2-THIOPHENECARBOXAMIDE;Thiophene-2-carboxamide;5813-89-8;2-Thienylamide;2-Thenamide;2-(Aminocarbonyl)thiophene;2-Thienylamide [French];MFCD00010425;NSC 109369;BRN 0110153;5-18-06-00162 (Beilstein Handbook Reference);thiophen-2-carboxamide;thiolamide;thiophenic imine;2-Thiophenecarboxamide, 99%;BIDD:GT0638;SCHEMBL120212;SCHEMBL11630696;DTXSID60206849;NSC109369;AKOS000265960;NSC-109369;SB66924;SS-3260;LS-152924;CS-0181836;FT-0635863;T1252;EN300-49198;D85795;A869521;Z33546758;F1084-0215

Chemical Property of 2-Thiophenecarboxamide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000495mmHg at 25°C
• Melting Point: 181-183 °C(lit.)
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 313.5°C at 760 mmHg
• PKA: 15.84±0.50(Predicted)
• Flash Point: 143.4°C
• PSA: 71.33000
• Density: 1.302g/cm³
• LogP: 1.54730
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 127.00918496
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

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

2-Thiophenecarboxamide >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)C(=O)N
• Uses: 2-Thiophenecarboxamide is a small molecule DnaK modulator targeting the β (nucleotide binding) domain for potential use as antibacterial agent.

Technology Process of 2-Thiophenecarboxamide

There total 57 articles about 2-Thiophenecarboxamide 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: 100.0%

thiophene-2-carbonitrile (1003-31-2) → 2-thiophenylcarboxamide (5813-89-8)

Guidance literature:

With water; nitrile hydratase from Rhodococcus rhodochrous J₁; at 25 ℃; for 5h; KH₂PO₄-K₂HPO₄ puffer pH=8.0;

DOI:10.1016/0040-4020(89)80133-4

Reference yield: 99.0%

thiophene-2-carbaldehyde oxime (29683-84-9) → 2-thiophenylcarboxamide (5813-89-8)

Guidance literature:

With thiophene-2-carbonitrile; chloro(η4-1,5-cyclooctadiene)(1,3-dimesitylimidazole-2-ylidene)rhodium(I); toluene-4-sulfonic acid; In toluene; at 80 ℃; for 6h;

DOI:10.1002/adsc.200900251

Reference yield: 99.0%

thiophene-2-carbaldehyde (98-03-3) → 2-thiophenylcarboxamide (5813-89-8)

Guidance literature:

With hydroxylamine; copper diacetate; In water; at 110 ℃; for 48h;

DOI:10.1016/j.tet.2012.03.085

upstream raw materials:

thiophene

carbamic chloride

thiophene-2-carbaldehyde

thiophene-2-carbonitrile

Downstream raw materials:

2-thiophenylcarboxylic acid

4-chloromethyl-2-(thien-2-yl)oxazole

N-(thiophene-2-ylcarbonyl)-N'-(phenyl)thiourea

thiophene-2-carbonitrile

Refernces

• 1、 Schmidt-R?ntsch, Till,Verplancke, Hendrik,Lienert, Jonas N.,Demeshko, Serhiy,Otte, Matthias,Van Trieste, Gerard P.,Reid, Kaleb A.,Reibenspies, Joseph H.,Powers, David C.,Holthausen, Max C.,Schneider, Sven. "Nitrogen Atom Transfer Catalysis by Metallonitrene C?H Insertion: Photocatalytic Amidation of Aldehydes". . . Retrieved 2022/01/20.
• 2、 Bartling, Stephan,Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Rabeah, Jabor,Rockstroh, Nils,Senthamarai, Thirusangumurugan. "A “universal” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides". supporting information. p. 508 - 531. Retrieved 2022/02/11.