(2-Benzimidazolylthio)-acetic acid

Base Information

• Chemical Name: (2-Benzimidazolylthio)-acetic acid
• CAS No.: 3042-00-0
• Molecular Formula: C9H8N2O2S
• Molecular Weight: 208.241
• Hs Code.: 2933990090
• European Community (EC) Number: 654-871-2
• NSC Number: 14186
• DSSTox Substance ID: DTXSID70184508
• Nikkaji Number: J410.611C
• ChEMBL ID: CHEMBL394385
• Mol file: 3042-00-0.mol

Synonyms:3042-00-0;(2-Benzimidazolythio)acetic acid;(2-BENZIMIDAZOLYLTHIO)ACETIC ACID;(2-Benzimidazolylthio)-acetic acid;(1H-Benzoimidazol-2-ylsulfanyl)acetic acid;(1H-benzimidazol-2-ylthio)acetic acid;2-(1H-benzimidazol-2-ylsulfanyl)acetic acid;2-((1H-benzo[d]imidazol-2-yl)thio)acetic acid;NSC14186;2-(1H-1,3-benzodiazol-2-ylsulfanyl)acetic acid;(1H-benzimidazol-2-ylsulfanyl)acetic acid;CHEMBL394385;MFCD00022673;NSC-14186;(1H-benzimidazol-3-ium-2-ylsulfanyl)acetate;2-(1H-benzo[d]imidazol-2-ylthio)acetic acid;Maybridge1_003613;ChemDiv1_000072;Acetic acid, 2-(1H-benzimidazol-2-ylthio)-;Cambridge id 5131438;NCIStruc1_000413;NCIStruc2_001172;Oprea1_133238;Oprea1_618077;CBDivE_001689;MLS000530168;SCHEMBL3515244;HMS551M05;HMS587D06;DTXSID70184508;UYNVBLJQBCTRKV-UHFFFAOYSA-N;HMS2354L22;(2-benzimidazolylthio) acetic acid;2-(Benzimidazolylthio) acetic acid;NCI14186;2-(2-benzimidazolylthio)acetic acid;BBL000069;BDBM50371224;CCG-38162;NCGC00013185;NSC 14186;STK387529;AKOS000206221;NCGC00013185-02;NCGC00096306-01;MS-11241;NCI60_000921;SMR000135145;(1H-Benzimidazol-2-ylsulphanyl)acetic acid;BB 0219685;EU-0001033;FT-0604602;EN300-79035;2-((1H-benzo[d]imidazol-2-yl)thio)aceticacid;AE-641/00387011;W-202255;Z55903459;F0039-0156

Chemical Property of (2-Benzimidazolylthio)-acetic acid

Chemical Property:

• Appearance/Colour: off white solid
• Vapor Pressure: 7.69E-10mmHg at 25°C
• Melting Point: 214-215 °C
• Boiling Point: 475.3 °C at 760 mmHg
• PKA: 2.72±0.10(Predicted)
• Flash Point: 241.3 °C
• PSA: 91.28000
• Density: 1.5 g/cm³
• LogP: 1.73960
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 208.03064868
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

(2-Benzimidazolylthio)aceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)SCC(=O)O

Technology Process of (2-Benzimidazolylthio)-acetic acid

There total 16 articles about (2-Benzimidazolylthio)-acetic 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: 91.0%

chloroacetic acid (79-11-8) + Benzimidazol-2-thiol (134469-07-1) → 2-(1H-benzimidazol-2-ylthio)acetic acid (3042-00-0)

Guidance literature:

Benzimidazol-2-thiol; With potassium hydroxide; In methanol; for 1h;

chloroacetic acid; In methanol; for 8h; Reflux;

DOI:10.1007/s11030-020-10115-0

Reference yield: 88.0%

Benzimidazol-2-thiol (134469-07-1) → 2-(1H-benzimidazol-2-ylthio)acetic acid (3042-00-0)

Guidance literature:

With sodium hydroxide; Amberlite IRA-400 chloride form; In water; acetone;

DOI:10.1080/00304940509354982

Reference yield: 81.0%

2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) + sodium monochloroacetic acid (3926-62-3) → 2-(1H-benzimidazol-2-ylthio)acetic acid (3042-00-0)

Guidance literature:

With sodium hydroxide; In water; for 3h; Reflux;

DOI:10.1007/s10593-014-1623-z

upstream raw materials:

2,3-dihydrobenzimidazol-2-thione

chloroacetic acid

ethyl 2-(1H-benzo[d]imidazol-2-ylthio)acetate

bromoacetic acid

Downstream raw materials:

thiazolo[3,2-a]benzimidazol-3(2H)-one

2,6-diisopropylphenyl isocyanate

mesityl isocyanate

(benzimidazolyl-2-thio)acetic acid N-mesitylamide

Refernces

• 1、 Amer, Mohamed R.,Eissa, Ibrahim H.,El Ashry, El Sayed H.,Elkaeed, Eslam B.,Elshobaky, Ahmed,Hafez, Elsayed E.,Khalid, Asaad,Metwaly, Ahmed M.,Mohammed, Salih Osman. "Expression, Purification, and Comparative Inhibition of Helicobacter pylori Urease by Regio‐Selectively Alkylated Benzimidazole 2‐Thione Derivatives". . . Retrieved 2022/01/31.
• 2、 Ersan, Ronak Haj,Bolelli, Kayhan,Gonca, Serpil,Dogen, Aylin,Burmaoglu, Serdar,Algul, Oztekin. "Bisbenzimidazole Derivatives as Potential Antimicrobial Agents: Design, Synthesis, Biological Evaluation and Pharmacophore Analysis". . p. 149 - 158. Retrieved 2021/05/13.