Methyl 2-(chlorosulfonyl)-6-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-(chlorosulfonyl)-6-nitrobenzoate
• CAS No.: 104898-55-7
• Molecular Formula: C8H6ClNO6S
• Molecular Weight: 279.658
• European Community (EC) Number: 896-574-2
• DSSTox Substance ID: DTXSID50546327
• Mol file: 104898-55-7.mol

Synonyms:methyl 2-(chlorosulfonyl)-6-nitrobenzoate;104898-55-7;methyl 2-chlorosulfonyl-6-nitrobenzoate;SCHEMBL4815932;DTXSID50546327;HJMACOBMVSRFPO-UHFFFAOYSA-N;methyl 2-chlorosulfonyl-6nitrobenzoate;methyl2-(chlorosulfonyl)-6-nitrobenzoate;methyl-2-(chlorosulfonyl)-6-nitrobenzoate;G50894;EN300-7436681

Chemical Property of Methyl 2-(chlorosulfonyl)-6-nitrobenzoate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 278.9604358
• Heavy Atom Count: 17
• Complexity: 411

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=C1S(=O)(=O)Cl)[N+](=O)[O-]

Technology Process of Methyl 2-(chlorosulfonyl)-6-nitrobenzoate

There total 2 articles about Methyl 2-(chlorosulfonyl)-6-nitrobenzoate 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: 99.0%

2-amino-6-nitrobenzoic acid methylester (57113-89-0) → methyl 2-chlorosulfonyl-6-nitrobenzoate (104898-55-7)

Guidance literature:

With hydrogenchloride; thionyl chloride; copper(l) chloride; sodium nitrite; In water; at -3 - 20 ℃; for 1h;

Reference yield:

6-nitroanthranilic acid (50573-74-5) → methyl 2-chlorosulfonyl-6-nitrobenzoate (104898-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.4 percent / Triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 1) Aq_. sodium nitrite, aq. HCl, 2) cupric chloride, sulfur dioxide / 1) Acetic acid, -5 to 0 deg C, 30 min, 2) 0 deg C, 3 h, room temperature 18 h.

With hydrogenchloride; sulfur dioxide; triethylamine; copper dichloride; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570230456

Reference yield: 96.8%

2-Ketopiperazine (5625-67-2) + methyl 2-chlorosulfonyl-6-nitrobenzoate (104898-55-7) → methyl 6-Nitro-2-[3-oxo-1-piperazinylsulfonyl]benzoate

Guidance literature:

With triethylamine; In chloroform;

upstream raw materials:

2-amino-6-nitrobenzoic acid methylester

6-nitroanthranilic acid

Downstream raw materials:

Methyl 2--6-nitrobenzoate

N-(2-Hydroxyethyl) 2-(2-hydroxyethylamino)sulfonyl-6-nitrobenzoate

methyl 2-[(tert-butylamino)sulfonyl]-6-nitrobenzoate

Methyl 2-[N-(2-Dimethylaminoethyl)-N-(2-hydroxyethyl)aminosulfonyl]-6-nitrobenzoate Hydrochloride