2-Benzylthio-3,5-dinitrobenzoic acid methyl ester

Base Information

• Chemical Name: 2-Benzylthio-3,5-dinitrobenzoic acid methyl ester
• CAS No.: 124371-61-5
• Molecular Formula: C₁₅H₁₂N₂O₆S
• Molecular Weight: 348.336
• DSSTox Substance ID: DTXSID301231281
• Mol file: 124371-61-5.mol

Synonyms:SCHEMBL9086771;FKJGQRWTYBAWNU-UHFFFAOYSA-N;DTXSID301231281;AKOS004909606;124371-61-5;2-benzylthio-3,5-dinitrobenzoic acid methyl ester;2-benzylthio-3,5-dinitro-benzoic acid methyl ester;Methyl 3,5-dinitro-2-[(phenylmethyl)thio]benzoate

Chemical Property of 2-Benzylthio-3,5-dinitrobenzoic acid methyl ester

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 348.04160728
• Heavy Atom Count: 24
• Complexity: 472

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC(=C1)[N+](=O)[O-])[N+](=O)[O-])SCC2=CC=CC=C2

Technology Process of 2-Benzylthio-3,5-dinitrobenzoic acid methyl ester

There total 6 articles about 2-Benzylthio-3,5-dinitrobenzoic acid methyl ester 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: 86.0%

methanol (67-56-1) + 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylic acid (475096-00-5) → methyl 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate (124371-61-5)

Guidance literature:

With thionyl chloride;

DOI:10.3390/70100007

Reference yield:

2-chloro-3,5-dinitrobenzoic acid (2497-91-8) + phenylmethanethiol (100-53-8) + methyl iodide (74-88-4) → methyl 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate (124371-61-5)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide; water;

Reference yield:

2-chloro-3,5-dinitrobenzoic acid (2497-91-8) → methyl 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate (124371-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / triethylamine / 1,2-dimethoxy-ethane / 4 h / 20 °C

2: 86 percent / thionyl chloride

With thionyl chloride; triethylamine; In 1,2-dimethoxyethane;

DOI:10.3390/70100007

upstream raw materials:

2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylic acid

methyl iodide

methanol

2-chloro-3,5-dinitrobenzoic acid

Downstream raw materials:

benzo[d][1,2,3]thiadiazole-7-carboxylic acid

benzothiadiazole-7-carboxylic acid chloride

S-methyl-benzo[1,2,3]thiadiazole-7-carbothioate

benzo[1,2,3]thiadiazole-7-carboxylic acid methtyl ester