6-benzylsulfanyl-5-nitronicotinic acid

Base Information

• Chemical Name: 6-benzylsulfanyl-5-nitronicotinic acid
• CAS No.: 1354829-71-2
• Molecular Formula: C₁₃H₁₀N₂O₄S
• Molecular Weight: 290.299
• Mol file: 1354829-71-2.mol

Synonyms:6-benzylsulfanyl-5-nitronicotinic acid

Chemical Property of 6-benzylsulfanyl-5-nitronicotinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-benzylsulfanyl-5-nitronicotinic acid

There total 4 articles about 6-benzylsulfanyl-5-nitronicotinic acid 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: 100.0%

methyl 6-benzylsulfanyl-5-nitronicotinate (1354829-70-1) → 6-benzylsulfanyl-5-nitronicotinic acid (1354829-71-2)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; water; at 20 ℃; for 15h;

DOI:10.1016/j.tetlet.2011.11.089

Reference yield:

6-hydroxy-5-nitronicotinic acid (6635-31-0) → 6-benzylsulfanyl-5-nitronicotinic acid (1354829-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: phosphorus pentachloride; trichlorophosphate / 3 h / 100 °C

1.2: 0.5 h

2.1: triethylamine / methanol / 5 h / Reflux

3.1: lithium hydroxide monohydrate / methanol; water / 15 h / 20 °C

With lithium hydroxide monohydrate; phosphorus pentachloride; triethylamine; trichlorophosphate; In methanol; water;

DOI:10.1016/j.tetlet.2011.11.089

Reference yield:

methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5) → 6-benzylsulfanyl-5-nitronicotinic acid (1354829-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 5 h / Reflux

2: lithium hydroxide monohydrate / methanol; water / 15 h / 20 °C

With lithium hydroxide monohydrate; triethylamine; In methanol; water;

DOI:10.1016/j.tetlet.2011.11.089

upstream raw materials:

6-hydroxy-3-pyridinecarboxylic acid

methyl 6-benzylsulfanyl-5-nitronicotinate

6-hydroxy-5-nitronicotinic acid

methyl 6-chloro-5-nitro-pyridine-3-carboxylate

Downstream raw materials:

tert-butyl 3-[(6-benzylsulfanyl-5-nitropyridine-3-carbonyl)amino]propionate

Refernces

• 1、 Fukumoto, Kentarou,Adachi, Kumi,Kajiyama, Akihiro,Yamazaki, Yuri,Yakushiji, Fumika,Hayashi, Yoshio. "Development of a solid-supported biotinylation reagent for efficient biotin labeling of SH groups on small molecules". . p. 535 - 538. Retrieved 2012/03/11.