(2-mercapto-1-methyl-1H-imidazol-5-yl)methanol

Base Information

• Chemical Name: (2-mercapto-1-methyl-1H-imidazol-5-yl)methanol
• CAS No.: 143122-18-3
• Molecular Formula: C5H8N2OS
• Molecular Weight: 144.197
• DSSTox Substance ID: DTXSID10384247
• Nikkaji Number: J2.940.055E
• Wikidata: Q82176229
• Mol file: 143122-18-3.mol

Synonyms:143122-18-3;(2-mercapto-1-methyl-1H-imidazol-5-yl)methanol;4-(hydroxymethyl)-3-methyl-1H-imidazole-2-thione;(1-METHYL-2-SULFANYL-1H-IMIDAZOL-5-YL)METHANOL;(3-methyl-2-sulfanylimidazol-4-yl)methanol;5-(HYDROXYMETHYL)-2-MERCAPTO-1-METHYLIMIDAZOLE;SCHEMBL3763823;DTXSID10384247;GXYFRGKYSBWAEO-UHFFFAOYSA-N;2H-Imidazole-2-thione, 1,3-dihydro-5-(hydroxymethyl)-1-methyl-;MFCD00215147;AKOS005070351;AKOS015898077;AB04871;(1-methyl-2-mercaptoimidazol-5-yl)methanol;CS-0217950;FT-0604635;EN300-94692;4H-910;(3-Methyl-2-sulfanyl-1H-imidazol-4-yl)methanol;1-Methyl-5-(hydroxymethyl)-1H-imidazole-2-thiol;A898453;J-500831;Z1201619807;(3-Methyl-2-sulfanyl-1H-3lambda5-imidazol-4-yl)-methanol;5-(Hydroxymethyl)-1-methyl-1,3-dihydro-2H-imidazole-2-thione;2H-Imidazole-2-thione,1,3-dihydro-5-(hydroxymethyl)-1-methyl-

Chemical Property of (2-mercapto-1-methyl-1H-imidazol-5-yl)methanol

Chemical Property:

• Vapor Pressure: 0.00196mmHg at 25°C
• Melting Point: 223-226 °C
• Refractive Index: 1.68
• Boiling Point: 258.9 °C at 760 mmHg
• PKA: 11.92±0.70(Predicted)
• Flash Point: 110.4 °C
• PSA: 76.85000
• Density: 1.39 g/cm³
• LogP: 0.20110
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 144.03573406
• Heavy Atom Count: 9
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

(2-Mercapto-1-methyl-1H-imidazol-5-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CNC1=S)CO

Technology Process of (2-mercapto-1-methyl-1H-imidazol-5-yl)methanol

There total 5 articles about (2-mercapto-1-methyl-1H-imidazol-5-yl)methanol 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%

1,3-dihydroxyacetone dimer (62147-49-3) + potassium sulphocyanide + methylamine (74-89-5) → 5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole (143122-18-3)

Guidance literature:

With acetic acid; In butan-1-ol; for 50h; Ambient temperature;

DOI:10.1002/jhet.5570330456

Reference yield: 80.0%

dihydroxyacetone (96-26-4,26776-70-5) + potassium thioacyanate (333-20-0) + methylamine (74-89-5) → 5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole (143122-18-3)

Guidance literature:

With hydrogenchloride; propionic acid; In water monomer; acetonitrile; at 70 ℃; for 3h;

DOI:10.2174/1573406417666210929124944

Reference yield: 73.0%

1,3-dihydroxyacetone dimer (62147-49-3) + methylamine hydrochloride (593-51-1) + potassium thioacyanate (333-20-0) → 5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole (143122-18-3)

Guidance literature:

With acetic acid; In butan-1-ol; at 23 ℃; for 72h; Inert atmosphere;

DOI:10.1002/ejoc.201601384

upstream raw materials:

dihydroxyacetone

methylamine hydrochloride

potassium thioacyanate

1,3-dihydroxyacetone dimer

Downstream raw materials:

4-bromo-1-methyl-1H-imidazole-5-carbaldehyde

2-((3,4-dichlorobenzyl)thio)-1-methyl-1H-imidazole-5-carbaldehyde

(2-((4-fluorobenzyl)thio)-1-methyl-1H-imidazol-5-yl)methanol

(2-ethylthio-1-methylimidazol-5-yl)methanol

Refernces

• 1、 Przybyla, Daniel,Nubbemeyer, Udo. "4,5-Disubstituted N-Methylimidazoles as Versatile Building Blocks for Defined Side-Chain Introduction". supporting information. p. 695 - 703. Retrieved 2017/02/05.
• 2、 -. "Azaindoles". Page/Page column 117. . Retrieved 2008/06/13.