5-Amino-2-mercaptobenzimidazole

Base Information

• Chemical Name: 5-Amino-2-mercaptobenzimidazole
• CAS No.: 2818-66-8
• Molecular Formula: C7H7N3S
• Molecular Weight: 165.219
• Hs Code.: 2933990090
• European Community (EC) Number: 220-574-8
• NSC Number: 3984
• UNII: 98S1PF37NB
• DSSTox Substance ID: DTXSID3062651
• Nikkaji Number: J306.757B
• ChEMBL ID: CHEMBL1708656
• Mol file: 2818-66-8.mol

Synonyms:2818-66-8;5-Amino-2-mercaptobenzimidazole;5-Amino-2-benzimidazolethiol;5-amino-1,3-dihydrobenzimidazole-2-thione;5-Amino-1H-benzo[d]imidazole-2-thiol;2H-Benzimidazole-2-thione, 5-amino-1,3-dihydro-;5-Amino-1H-benzimidazole-2-thiol;5-Aminobenzimidazole-2-thiol;2-Benzimidazolethiol, 5-amino-;5-Amino-1H-benzoimidazole-2-thiol;5-amino-1H-1,3-benzodiazole-2-thiol;5-Amino-2-mercapto benzimidazole;MFCD00022671;MLS002637722;98S1PF37NB;6-Amino-2-mercaptobenzimidazole;NSC 3984;NSC-3984;EINECS 220-574-8;5-amino-1,3-dihydro-2H-benzimidazole-2-thione;5-AMINO-1H-BENZO(D)IMIDAZOLE-2-THIOL;NSC3984;5-Amino-2-benzimidazolthiol;UNII-98S1PF37NB;SCHEMBL172884;5-amino-2-sulfanylbenzimidazole;CHEMBL1708656;DTXSID3062651;SCHEMBL16274672;5-amino-2-mercaptobenzoimidazole;BXDMTLVCACMNJO-UHFFFAOYSA-;6-amino-1H-benzimidazol-2-thiol;BXDMTLVCACMNJO-UHFFFAOYSA-N;6-amino-1h-benzimidazole-2-thiol;HMS3078K03;STL507219;AKOS000113234;AKOS005203108;AKOS023135097;5-Amino-2-mercaptobenzimidazole, 96%;AC-8150;6-amino-1H-1,3-benzodiazole-2-thiol;AS-35838;SMR001547244;5-amino-1H-benzo[d]imidazole-2(3H)-thione;AM20040084;CS-0127298;FT-0619958;2-BENZIMIDAZOLETHIOL, 5(OR 6)-AMINO-;EN300-128448;2-MERCAPTO-1H-BENZO(D)IMIDAZOL-5-AMINE;J-016998;J-516653;InChI=1/C7H7N3S/c8-4-1-2-5-6(3-4)10-7(11)9-5/h1-3H,8H2,(H2,9,10,11)

Chemical Property of 5-Amino-2-mercaptobenzimidazole

Chemical Property:

• Appearance/Colour: off-white to light yellow crystalline powder
• Vapor Pressure: 2.85E-05mmHg at 25°C
• Melting Point: 240-244 °C(lit.)
• Refractive Index: 1.794
• Boiling Point: 356.8 °C at 760 mmHg
• PKA: 10.44±0.30(Predicted)
• Flash Point: 169.6 °C
• PSA: 93.50000
• Density: 1.48 g/cm³
• LogP: 2.01500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 165.03606841
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-2-mercaptobenzimidazole >97.0%(T) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)NC(=S)N2

Technology Process of 5-Amino-2-mercaptobenzimidazole

There total 5 articles about 5-Amino-2-mercaptobenzimidazole 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: 80.0%

5-nitro-2-mercaptobenzimidazole (6325-91-3) → 5-amino-2-mercaptobenzimidazole (2818-66-8)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water;

Reference yield: 67.0%

1,3-dihydro-5-nitro-2H-benzimidazole-2-thione (6325-91-3) → 5-amino-1,3-dihydro-2H-benzo[d]imidazole-2-thione (2818-66-8)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 40 ℃; for 0.75h;

DOI:10.1002/cmdc.201300114

Reference yield:

1,2-diamino-benzene (95-54-5) → 5-amino-1,3-dihydro-2H-benzo[d]imidazole-2-thione (2818-66-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / ethanol; water / 0.25 h / 20 °C

1.2: 0.25 h / 130 °C / Microwave irradiation

1.3: 1 h / 0 °C / pH 5

2.1: sulfuric acid; nitric acid / 1 h / -5 - 0 °C

3.1: iron; hydrogenchloride / ethanol; water / 0.75 h / 40 °C

With hydrogenchloride; sulfuric acid; nitric acid; iron; potassium hydroxide; In ethanol; water;

DOI:10.1002/cmdc.201300114

upstream raw materials:

1,3-dihydro-5-nitro-2H-benzimidazole-2-thione

4-Nitrophenylene-1,2-diamine

1,2-diamino-benzene

2,3-dihydrobenzimidazol-2-thione

Downstream raw materials:

1-[2-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethylsulfanyl)-1H-benzoimidazol-5-yl]-3-methyl-thiourea

2-mercapto-5-octanamidobenzimidazole

C₁₆H₁₆N₄OS

Refernces

• 1、 Sharada,Satyanarayana Reddy,Sammaiah,Sumalatha. "Diversified synthesis of novel quinoline and dibenzo thiazepine derivatives using known active intermediates". . p. 7959 - 7966. Retrieved 2013/09/23.
• 2、 -. "SUBSTITUTED SULFOXIDE COMPOUNDS, METHODS FOR PREPARING THE SAME AND USE THEREOF". Page/Page column 14-16. . Retrieved 2008/06/13.