[4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate

Base Information

• Chemical Name: [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate
• CAS No.: 1427207-46-2
• Molecular Formula: C₉H₈N₂S₂
• Molecular Weight: 208.308
• Mol file: 1427207-46-2.mol

Synonyms:[4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate

Chemical Property of [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

[4-?(n-?Methylpyridinium-?4-?yl)?-?1,?3-?thiazol-?2-?yl]?thiolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: [4-?(n-?Methylpyridinium-?4-?yl)?-?1,?3-?thiazol-?2-?yl]?thiolate is an impurity of Ceftaroline Fosamil (C243970), a cephalosporin antibiotic. It is active against methicillin-resistant Staphylococcus aureus (MRSA) and Gram-positive bacteria.

Technology Process of [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate

There total 6 articles about [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate 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:

N-methyl-4-(2-acetylthio-1,3-thiazol-4-yl)pyridinium iodide (1427207-45-1) → [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate (1427207-46-2)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 0 ℃; for 4h; pH=7.6 - 8.0;

Reference yield:

ammonium dithiocarbamate (513-74-6) + 4-(2-bromoacetyl)-1-methylpyridinium bromide → [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate (1427207-46-2)

Guidance literature:

ammonium dithiocarbamate; 4-(2-bromoacetyl)-1-methylpyridinium bromide; In ethanol; at 20 ℃; for 4h; Reflux;

With sodium hydrogencarbonate; In ethanol; pH=8;

Reference yield:

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → [4-(N-methylpyridinium-4-yl)-1,3-thiazol-2-yl]thiolate (1427207-46-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N,N',N'-tetramethylguanidine / 2.5 h / 0 °C

2: tetrahydrofuran / 20 °C

3: sodium hydrogencarbonate / methanol / 4 h / 0 °C / pH 7.6 - 8.0

With sodium hydrogencarbonate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; methanol;

upstream raw materials:

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol

methyl (4-pyridyl) ketone

ammonium dithiocarbamate

[4-(4-pyridyl)-1,3-thiazol-2-yl]thioacetate

Downstream raw materials:

4-(2-mercapto-thiazol-4-yl)-1-methyl-pyridinium toluene-4-sulfonate

benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate

Refernces