1H-Imidazo[4,5-b]pyridine-2-thiol

Base Information

• Chemical Name: 1H-Imidazo[4,5-b]pyridine-2-thiol
• CAS No.: 29448-81-5
• Molecular Formula: C6H5N3S
• Molecular Weight: 151.192
• Hs Code.: 2933990090
• European Community (EC) Number: 800-473-0
• NSC Number: 403067
• DSSTox Substance ID: DTXSID20352558
• Nikkaji Number: J1.665.508B
• Mol file: 29448-81-5.mol

Synonyms:29448-81-5;1H-Imidazo[4,5-b]pyridine-2-thiol;1H-Imidazo[4,5-b]pyridine-2(3H)-thione;3H-imidazo[4,5-b]pyridine-2-thiol;1,3-dihydroimidazo[4,5-b]pyridine-2-thione;1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione;2-Mercaptoimidazo[4,5-b]pyridine;4-AZA-2-MERCAPTOBENZIMIDAZOLE;NSC403067;mercaptoimidazopyridine;2-mercaptoimidazopyridine;Oprea1_752834;SCHEMBL259028;SCHEMBL4361475;DTXSID20352558;3-(2-Fluorophenylpropionic acid);2-mercaptoimidazo[5,4-b]pyridine;1H-Imidazo4,5-bpyridine-2-thiol;2-mercaptoimidazo[4,5-b]-pyridine;2-mercaptoimidazolo[4,5-b]pyridine;MFCD00022663;MFCD01088736;STK744173;STL324643;AKOS000268588;AKOS001727743;AKOS016002762;CCG-321764;NSC 403067;NSC-403067;PS-3664;SDCCGMLS-0064891.P001;2-mercapto-1H-imidazo[4,5-b]pyridine;2-mercapto-1H-imidazo[4,5-b]-pyridine;1,3-dihydro-2h-imidazopyridine-2-thione;SY041985;1H-imidazo[4,5-b]pyridin-2-ylhydrosulfide;CS-0043982;FT-0688580;1H,2H,3H-imidazo[4,5-b]pyridine-2-thione;EN300-75225;S11897;A876459;SR-01000537046;A1-00572;SR-01000537046-1

Chemical Property of 1H-Imidazo[4,5-b]pyridine-2-thiol

Chemical Property:

• Vapor Pressure: 0.000686mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.76
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 7.91±0.20(Predicted)
• Flash Point: 140.3 °C
• PSA: 80.37000
• Density: 1.49 g/cm³
• LogP: 1.24660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.02041835
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

1H-Imidazo[4,5-b]pyridine-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1H-Imidazo[4,5-b]pyridine-2-thiol

There total 2 articles about 1H-Imidazo[4,5-b]pyridine-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: 81.0%

2,3-Diaminopyridine (452-58-4) + phenyl isothiocyanate (103-72-0) → 1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione (29448-81-5) + 2-phenylaminoimidazo<4,5-b>pyridine (103588-36-9)

Guidance literature:

With tris(bis(trimethylsilyl)amido)lanthanum(III); In toluene; at 80 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1007/s11426-014-5149-0

Reference yield:

2,3-Diaminopyridine (452-58-4) + phenyl isothiocyanate (103-72-0) → 2-phenylaminoimidazo<4,5-b>pyridine (103588-36-9) + 2-mercapto-1H-imidazo<4,5-b>pyridine (29448-81-5) + aniline (62-53-3) + N,N-diphenylthiourea (102-08-9)

Guidance literature:

With mercury(II) oxide; Multistep reaction;

DOI:10.1055/s-1985-35505

Reference yield: 87.0%

1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione (29448-81-5) → 3H-imidazo[4,5-b]pyridine (273-21-2)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 25 ℃; for 0.0166667h;

DOI:10.3891/acta.chem.scand.49-0225

upstream raw materials:

2,3-Diaminopyridine

phenyl isothiocyanate

Downstream raw materials:

3H-imidazo[4,5-b]pyridine

Refernces

• 1、 Garin, J.,Melendez, E.,Merchan, F. L.,Tejero, T.. "A Facile Synthesis of 8-Arylamino- and 8-Hetarylaminopurines and their 1- and 3-Deaza Analogs". . p. 867 - 870. Retrieved 2007/10/02.