5-Methylsulfanylthiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-Methylsulfanylthiophene-2-carboxylic acid
• CAS No.: 20873-58-9
• Molecular Formula: C6H6O2S2
• Molecular Weight: 174.24
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID70351935
• Wikidata: Q72491680
• ChEMBL ID: CHEMBL450866
• Mol file: 20873-58-9.mol

Synonyms:20873-58-9;5-methylsulfanylthiophene-2-carboxylic acid;5-(methylthio)thiophene-2-carboxylic acid;2-thiophenecarboxylic acid, 5-(methylthio)-;5-(methylsulfanyl)thiophene-2-carboxylic acid;CHEMBL450866;Maybridge1_007717;ChemDiv2_000116;5-(Methylsulphanyl)thiophene-2-carboxylic acid;Cambridge id 5103856;SCHEMBL2723219;HMS563G17;DTXSID70351935;FWFWUSLBIIIIEN-UHFFFAOYSA-N;HMS1369F06;BBL104086;BDBM50261993;CCG-47480;MFCD00173742;SEW 03638;STL557901;5-methylmercaptothiophene-2-carboxylic;AKOS000313662;CS-W017496;SB67104;5-methylthio-2-thiophenecarboxylic acid;NCGC00328567-01;5-methylsulfanylthiophene-2-carboxylicacid;PD182423;TS-00170;5-(methylthio)-2-thiophenecarboxylic acid;FT-0619724;EN300-78012;W17807;AB01321581-02;A814992;SR-01000406260;SR-01000406260-1;SR-01000406260-2;5-(methylthio)thiophene-2-carboxylic acid, AldrichCPR;Z1201619509

Chemical Property of 5-Methylsulfanylthiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.88E-05mmHg at 25°C
• Melting Point: 103 °C
• Refractive Index: 1.642
• Boiling Point: 338.2 °C at 760 mmHg
• PKA: 3.65±0.10(Predicted)
• Flash Point: 158.4 °C
• PSA: 90.84000
• Density: 1.43 g/cm³
• LogP: 2.16820
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 173.98092178
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

5-(Methylthio)thiophene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43-20/21/22
• Safety Statements: 26-36/37/39-36/37-22

MSDS Files:

Useful:

• Canonical SMILES: CSC1=CC=C(S1)C(=O)O
• Uses: 5-(Methylthio)thiophene-2-carboxylic Acid is used to prepare acylated piperidinylmethyl and azabicyclomethyl pyridinemethanamines as selective 5-HT1a superagonists for potential use in the treatment of CNS disorders.

Technology Process of 5-Methylsulfanylthiophene-2-carboxylic acid

There total 4 articles about 5-Methylsulfanylthiophene-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: 93.0%

5-bromothiophene-2-carboxylic acid (7311-63-9) + methanethiosulfonic acid S-methyl ester (2949-92-0,31761-75-8) → 5-(methylthio)thiophene-2-carboxylic acid (20873-58-9)

Guidance literature:

5-bromothiophene-2-carboxylic acid; With methylmagnesium chloride; lithium chloride; In tetrahydrofuran; at -20 ℃; for 0.333333h;

With TurboGrignard; In tetrahydrofuran; at 20 ℃; for 0.5h;

methanethiosulfonic acid S-methyl ester; In tetrahydrofuran; at -20 - 20 ℃; Further stages.;

DOI:10.1039/b618923g

Reference yield:

2-(methylsulfanyl)thiophene (5780-36-9) → 5-(methylthio)thiophene-2-carboxylic acid (20873-58-9)

Guidance literature:

With n-butyllithium; diethyl ether; anschliessend Behandeln mit festem Kohlendioxid;

Reference yield:

5-(methylthio)thiophene-2-carboxaldehyde (24445-35-0) → 5-(methylthio)thiophene-2-carboxylic acid (20873-58-9)

Guidance literature:

With potassium hydroxide;

DOI:10.1039/jr9540000237

upstream raw materials:

2-(methylsulfanyl)thiophene

5-(methylthio)thiophene-2-carboxaldehyde

5-bromothiophene-2-carboxylic acid

methanethiosulfonic acid S-methyl ester

Downstream raw materials:

5-(methylsulfonyl)-2-thiophenecarboxylic acid

Refernces