3-Chlorothiophene-2-carboxamide

Base Information

• Chemical Name: 3-Chlorothiophene-2-carboxamide
• CAS No.: 147123-68-0
• Molecular Formula: C5H4ClNOS
• Molecular Weight: 161.61
• Hs Code.: 29349990
• European Community (EC) Number: 672-796-3
• DSSTox Substance ID: DTXSID30384567
• Wikidata: Q82176797
• Mol file: 147123-68-0.mol

Synonyms:3-chlorothiophene-2-carboxamide;147123-68-0;2-Thiophenecarboxamide, 3-chloro-;3-chloro-2-thiophenecarboxamide;3-Chloro-thiophene-2-carboxamide;chlorothiophene carboxamide;SCHEMBL2225907;DTXSID30384567;?3-Chlorothiophene-2-Carboxamide;PUKKVMZZENXNSR-UHFFFAOYSA-N;HMS1662D15;MFCD00068144;AKOS000278663;CS-0320915;FT-0643400;7C-110;A808607;J-512348

Chemical Property of 3-Chlorothiophene-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.00128mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.619
• Boiling Point: 298.3 °C at 760 mmHg
• Flash Point: 134.2 °C
• PSA: 71.33000
• Density: 1.475 g/cm³
• LogP: 2.20070
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.9702126
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

3-Chlorothiophene-2-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1Cl)C(=O)N

Technology Process of 3-Chlorothiophene-2-carboxamide

There total 4 articles about 3-Chlorothiophene-2-carboxamide 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: 21.0%

thieno<3,2-d>-1,2,3-triazin-4(3H)-one (147123-50-0) → 3-chlorothiophene-2-carbonitrile (147123-67-9) + 3-chloro-thiophene-2-carboxamide (147123-68-0)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 1h; Heating;

Reference yield:

3-chlorothiophene-2-carboxylic acid (59337-89-2) → 3-chloro-thiophene-2-carboxamide (147123-68-0)

Guidance literature:

3-chlorothiophene-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

With ammonium chloride; In N,N-dimethyl-formamide; for 12h;

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-chloro-thiophene-2-carboxamide (147123-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / hydrazine hydrate / butan-1-ol / 4 h / Heating

2: 8 percent / conc. HCl, sodium nitrite / H₂O / 0.08 h

3: 21 percent / phosphorus pentachloride, phosphoryl chloride / 1 h / Heating

With hydrogenchloride; phosphorus pentachloride; hydrazine hydrate; sodium nitrite; trichlorophosphate; In water; butan-1-ol;

upstream raw materials:

thieno<3,2-d>-1,2,3-triazin-4(3H)-one

Methyl 3-aminothiophene-2-carboxylate

3-aminothiophene-2-carbohydrazide

3-chlorothiophene-2-carboxylic acid

Downstream raw materials:

3-chlorothiophene-2-carboxaldehyde

3-chlorothiophene-2-carbonitrile

4-(4-Chloro-phenyl)-2-(3-chloro-thiophen-2-yl)-oxazole

Refernces

• 1、 Huddleston, Patrick R.,Barker, John M.,Adamczewska, Yolante Z.,Wood, Michael L.,Holmes, David. "Synthesis and Chemistry of Some Thieno-1,2,3-triazin-4(3H)-ones". . p. 548 - 575. Retrieved 2007/10/02.