3-Amino-5-phenylthiophene-2-carboxylic acid

Base Information

• Chemical Name: 3-Amino-5-phenylthiophene-2-carboxylic acid
• CAS No.: 99972-47-1
• Molecular Formula: C11H9NO2S
• Molecular Weight: 219.264
• DSSTox Substance ID: DTXSID80600522
• Nikkaji Number: J2.835.704D
• Wikidata: Q82496640
• Mol file: 99972-47-1.mol

Synonyms:3-amino-5-phenylthiophene-2-carboxylic acid;99972-47-1;2-Thiophenecarboxylic acid, 3-amino-5-phenyl-;3-amino-5-phenyl-2-thiophenecarboxylic acid;SCHEMBL2044907;DTXSID80600522;CADPUALMFMAHDY-UHFFFAOYSA-N;AKOS000352545;BS-23884;DA-24216;3-amino-5-phenylthiophene-2-carboxylicacid;2-Thiophenecarboxylicacid,3-amino-5-phenyl-;3-Amino-5-phenyl-thiophene-2-carboxylic acid;EN300-25466

Chemical Property of 3-Amino-5-phenylthiophene-2-carboxylic acid

Chemical Property:

• PSA: 91.56000
• LogP: 3.27670
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.03539970
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

3-Amino-5-phenylthiophene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(S2)C(=O)O)N

Technology Process of 3-Amino-5-phenylthiophene-2-carboxylic acid

There total 4 articles about 3-Amino-5-phenylthiophene-2-carboxylic acid 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: 81.0%

ethyl 3-amino-5-(phenyl)thiophene-2-carboxylate (88534-50-3) → 3-amino-5-phenyl-2-thiophenecarboxylic acid (99972-47-1)

Guidance literature:

ethyl 3-amino-5-(phenyl)thiophene-2-carboxylate; With potassium hydroxide; In ethanol; water; for 4h; Reflux;

With phosphoric acid; In water;

DOI:10.1055/s-0029-1218780

Reference yield:

methyl 3-amino-5-phenylthiophene-2-carboxylate (100063-22-7) → 3-amino-5-phenyl-2-thiophenecarboxylic acid (99972-47-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 80 ℃;

DOI:10.1016/j.bmcl.2003.10.068

Reference yield:

acetophenone (98-86-2) → 3-amino-5-phenyl-2-thiophenecarboxylic acid (99972-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 0.25 h / 25 °C

1.2: 0.5 h / 20 - 60 °C

1.3: 0.5 h

2.1: sodium; methanol / 0.5 h / Reflux

3.1: potassium hydroxide / methanol; water / 3 h / Reflux

With methanol; sodium; potassium hydroxide; trichlorophosphate; In methanol; water;

DOI:10.1016/j.ejmech.2013.04.060

upstream raw materials:

methyl 3-amino-5-phenylthiophene-2-carboxylate

ethyl 3-amino-5-(phenyl)thiophene-2-carboxylate

acetophenone

3-chloro-3-phenylprop-2-enenitrile

Downstream raw materials:

5-phenyl-3-thiopheneamine

6-phenyl-2,4-dihydro-1H-thieno[3,2-d][1,3]oxazine-2,4-dione

methyl 3-amino-5-phenylthiophene-2-carboxylate

3-([1,1'-biphenyl]-4-ylcarboxamido)-5-phenylthiophene-2-carboxylic acid