5,6-dichloro-1H-benzo[d]imidazole-2-thiol

Base Information

• Chemical Name: 5,6-dichloro-1H-benzo[d]imidazole-2-thiol
• CAS No.: 19462-98-7
• Molecular Formula: C7H4 Cl2 N2 S
• Molecular Weight: 219.094
• Hs Code.: 2933990090
• European Community (EC) Number: 640-442-7
• NSC Number: 140854
• UNII: AP6JYC35KQ
• DSSTox Substance ID: DTXSID60173103
• Nikkaji Number: J866.124C
• ChEMBL ID: CHEMBL71706
• Mol file: 19462-98-7.mol

Synonyms:19462-98-7;5,6-dichloro-1H-benzo[d]imidazole-2-thiol;5,6-dichlorobenzimidazole-2-thiol;5,6-dichloro-1,3-dihydrobenzimidazole-2-thione;2-Mercapto-5,6-dichlorobenzimidazole;5,7diCl2SH-BzInd;5,6-DICHLORO-2-MERCAPTOBENZIMIDAZOLE;5,6-Dichloro-1H-benzimidazole-2-thiol;NSC140854;AP6JYC35KQ;2H-Benzimidazole-2-thione, 5,6-dichloro-1,3-dihydro-;NSC 140854;NSC-140854;5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione;Maybridge1_000567;UNII-AP6JYC35KQ;CHEMBL71706;2H-Benzimidazole-2-thione,5,6-dichloro-1,3-dihydro-;SCHEMBL2105304;HMS543B17;DTXSID60173103;AFDOMGKBKBKUHB-UHFFFAOYSA-N;5,6-dichloro-2-benzimidazolethiol;MFCD00052398;AKOS000297170;AKOS022421149;DS-3964;CS-0097798;FT-0619814;C73699;5,6-dichloro-1H-benzo[d]imidazole-2(3H)-thione;A880186;W-206438;5,6-Dichloro-1,3-dihydro-2H-benzimidazole-2-thione;5,6-dichloro-2,3-dihydro-1H-1,3-benzodiazole-2-thione

Chemical Property of 5,6-dichloro-1H-benzo[d]imidazole-2-thiol

Chemical Property:

• Vapor Pressure: 0.000173mmHg at 25°C
• Melting Point: 300 °C
• Boiling Point: 329.8°Cat760mmHg
• PKA: 8.76±0.30(Predicted)
• Flash Point: 153.3°C
• PSA: 67.48000
• Density: 1.68g/cm³
• LogP: 3.15840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 217.9472247
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

99%, ^*data from raw suppliers

5,6-Dichloro-1H-benzo[d]imidazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1Cl)Cl)NC(=S)N2
• Uses: It is employed in the synthesis of 2?,3?-dideoxy and 2?,3?-unsaturated ribofuranonucleosides as potential antiviral agents.

Technology Process of 5,6-dichloro-1H-benzo[d]imidazole-2-thiol

There total 9 articles about 5,6-dichloro-1H-benzo[d]imidazole-2-thiol 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: 95.0%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + carbon disulfide (75-15-0,12122-00-8) → 5,6-dichloro-2,3-dihydro-1H-1,3-benzodiazole-2-thione (19462-98-7)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 3h; Heating;

DOI:10.1021/jm00044a015

Reference yield: 87.3%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + carbon disulfide (75-15-0,12122-00-8) → 5,6-dichloro-1H-benzimidazole-2-thiol (19462-98-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Reflux;

DOI:10.1016/j.bmcl.2011.12.088

Reference yield: 86.0%

→ 5,6-dichloro-1H-benzimidazole-2-thiol (19462-98-7)

Guidance literature:

upstream raw materials:

4,5-Dichloro-1,2-phenylenediamine

1,1'-Thiocarbonyldiimidazole

carbon disulfide

3-aminorhodanine

Downstream raw materials:

2,5,6-trichloro-1H-benzo[d]imidazole

5,6-dichloro-1-phenyl-1H-benzo[d]imidazole

2-((5,6-dichloro-1H-benzo[d]imidazol-2-yl)thio)acetic acid

Refernces

• 1、 Ikeda, Katsuya,Hata, So-Ichiroh,Tanaka, Yasuhiro,Yamamoto, Tamotsu. "Preparation of imidazo[2,1-b]thiazoles and thiazolo[3,2-a]-benzimidazoles using s-ethenylsulfilimines". . p. 401 - 405. Retrieved 2000.
• 2、 Halder, Atreyee,Mahanty, Kingshuk,Maiti, Debabrata,De Sarkar, Suman. "Highly Diastereoselective Synthesis of Dihydro-benzoimidazo-[1,3]-thiazines via Electro-oxidative Selenocyclization of Thioallyl Benzoimidazoles". supporting information. p. 3895 - 3899. Retrieved 2021/10/23.
• 3、 El Kihel,Ait Sir,Jebbari,Ahbala,Guesmi,Bauchat. "Novel and improved method for the synthesis of 2-mercaptobenzimidazole derivatives". . p. 1765 - 1768. Retrieved 2016/10/24.