4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine

Base Information

• Chemical Name: 4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine
• CAS No.: 88912-74-7
• Molecular Formula: C12H9ClN2O4S
• Molecular Weight: 312.733
• DSSTox Substance ID: DTXSID60526756
• Wikidata: Q82395539

Synonyms:88912-74-7;4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine;SCHEMBL4481965;DTXSID60526756

Chemical Property of 4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 311.9971556
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)CC2=CC(=NC=C2[N+](=O)[O-])Cl

Technology Process of 4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine

There total 2 articles about 4-[(Benzenesulfonyl)methyl]-2-chloro-5-nitropyridine 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: 23.0%

2-chloro-5-nitropyridine (4548-45-2) + chloromethyl phenyl sulfone (7205-98-3) → 2-chloro-5-nitro-6-[(phenylsulfonyl)methyl]pyridine (744198-04-7) + 2-chloro-5-nitro-4-(phenylsulfonylmethyl)pyridine (88912-74-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -65 - 0 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2009.10.067

Reference yield:

2-chloro-5-nitropyridine (4548-45-2) + chloromethyl phenyl sulfone (7205-98-3) → 2-chloro-5-nitro-4-(phenylsulfonylmethyl)pyridine (88912-74-7)

Guidance literature:

With hydrogenchloride; potassium hydroxide; Yield given. Multistep reaction; 1) DMSO, 10-15 deg C, 30 min, 2) DMSO;

Reference yield: 63.0%

2-chloro-5-nitro-4-(phenylsulfonylmethyl)pyridine (88912-74-7) → C12H11ClN2O2S (1204321-18-5)

Guidance literature:

With hydrogenchloride; tin; In methanol; water; at 45 ℃;

DOI:10.1016/j.bmcl.2009.10.067

upstream raw materials:

2-chloro-5-nitropyridine

chloromethyl phenyl sulfone

Downstream raw materials:

C₁₂H₁₂N₂O₂S

C₁₂H₁₁ClN₂O₂S

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