Methyl 5-(Methylthio)nicotinate

Base Information

• Chemical Name: Methyl 5-(Methylthio)nicotinate
• CAS No.: 74470-43-2
• Molecular Formula: C₈H₉NO₂S
• Molecular Weight: 183.231
• Hs Code.: 2933399090
• Mol file: 74470-43-2.mol

Synonyms:Methyl 5-(Methylthio)nicotinate;Methyl 5-methylsulphanylnicotinate;Methyl5-(Methylthio)nicotinate;2-Hexenoic acid,5-methyl-4-oxo-,methyl ester,(E);

Chemical Property of Methyl 5-(Methylthio)nicotinate

Chemical Property:

• PSA: 64.49000
• LogP: 1.59010

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-(Methylthio)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-(Methylthio)nicotinate

There total 3 articles about Methyl 5-(Methylthio)nicotinate 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: 81.88%

sodium thiomethanolate + 5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → methyl 5-(methylthio)nicotinate (74470-43-2)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → methyl 5-(methylthio)nicotinate (74470-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: dimethylformamide / 80 °C

With sulfuric acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00390-1

Reference yield:

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) + sodium thiomethoxide (5188-07-8) → methyl 5-(methylthio)nicotinate (74470-43-2)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/S0960-894X(03)00390-1

upstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

sodium thiomethoxide

5-bromo-3-pyridinecarboxylic acid

Downstream raw materials:

methyl 5-(chlorosulfonyl)pyridine-3-carboxylate

Refernces

• 1、 -. "PYRIDAZINONE COMPOUNDS AND USES THEREOF". Paragraph 0247. . Retrieved 2020/06/01.