2,4-Dinitrobenzenesulfonamide

Base Information

• Chemical Name: 2,4-Dinitrobenzenesulfonamide
• CAS No.: 73901-01-6
• Molecular Formula: C6H5N3O6S
• Molecular Weight: 247.188
• Hs Code.: 2935009090
• European Community (EC) Number: 826-627-7
• DSSTox Substance ID: DTXSID90448134
• Nikkaji Number: J845.465E
• Wikidata: Q82267084
• Mol file: 73901-01-6.mol

Synonyms:2,4-dinitrobenzenesulfonamide

Chemical Property of 2,4-Dinitrobenzenesulfonamide

Chemical Property:

• PSA: 160.18000
• LogP: 2.97790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 246.98990606
• Heavy Atom Count: 16
• Complexity: 390

Purity/Quality:

98% ^*data from raw suppliers

2,4-Dinitrobenzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])S(=O)(=O)N
• Uses: 2,4-Dinitrobenzenesulfonamide can be used as a drug for hypertension and type 2 diabetes mellitus.

Technology Process of 2,4-Dinitrobenzenesulfonamide

There total 17 articles about 2,4-Dinitrobenzenesulfonamide 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%

4-Nitrobenzenesulfonyl chloride (98-74-8) → p-nitrobenzenesulfonyl azide (73901-01-6,4547-62-0)

Guidance literature:

With sodium azide; In water; acetone; at 0 - 20 ℃; for 11h; Sealed tube;

DOI:10.1021/acs.joc.9b01538

Reference yield: 97.0%

2,4-dinitrobenzenesulfonyl chloride (1656-44-6) → 2,4-dinitrobenzenesulfonamide (73901-01-6)

Guidance literature:

With ammonia; In diethyl ether; at 23 ℃; for 0.416667h;

DOI:10.1055/s-1999-2827

Reference yield: 92.0%

4-nitrobenzenesulfonyl fluoride (349-96-2) → p-nitrobenzenesulfonyl azide (73901-01-6,4547-62-0)

Guidance literature:

With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1h; Solvent; Reagent/catalyst;

DOI:10.1055/s-0035-1561626

upstream raw materials:

4-Nitrobenzenesulfonyl chloride

4-nitrobenzenesulfonohydrazide

p-nitrobenzenesulfonic acid

p-nitrobenzenesulfonamide

Downstream raw materials:

N-[1-Methyl-pent-(Z)-ylidene]-4-nitro-benzenesulfonamide

10-(4-Nitrobenzolsulfonimido)trispiro<2.0.2.0.2.1>decan

N¹,N¹-diethyl,N²-(4-nitrobenzenesulfonyl)-2-diazopropanamidine

E-4-hexen-3-one

Refernces

• 1、 Boyer, Alistair,Martin, Matthew L.. "Controlling Selectivity in the Synthesis of Z-α,β-Unsaturated Amidines by Tuning the N-Sulfonyl Group in a Rhodium(II) Catalyzed 1,2-H Shift". supporting information. p. 5857 - 5861. Retrieved 2021/11/27.
• 2、 Silaichev, Pavel S.,Beryozkina, Tetyana V.,Novikov, Mikhail S.,Dehaen, Wim,Bakulev, Vasiliy A.. "A Base-Controlled Reaction of 2-Cyanoacetamidines (3,3-Diaminoacrylonitriles) with Sulfonyl Azides as a Route to Nonaromatic 4-Methylene-1,2,3-triazole-5-imines". . p. 3688 - 3698. Retrieved 2020/06/09.