Sulfanitran

Base Information

• Chemical Name: Sulfanitran
• CAS No.: 122-16-7
• Molecular Formula: C14H13 N3 O5 S
• Molecular Weight: 335.34
• Hs Code.: 2935009090
• NSC Number: 758458,217299,77120
• UNII: QT35T5T35Q
• DSSTox Substance ID: DTXSID4045898
• Nikkaji Number: J5.351A
• Wikipedia: Sulfanitran
• Wikidata: Q27195401
• NCI Thesaurus Code: C76978
• Metabolomics Workbench ID: 152655
• ChEMBL ID: CHEMBL493636
• Mol file: 122-16-7.mol

Synonyms:4'-((4-nitrophenyl)sulfamoyl)acetanilide;N-acetyl-4-nitrophenylsulfanilamide;sulfanitran

Chemical Property of Sulfanitran

Chemical Property:

• Melting Point: 239-240° (Kaufmann); mp 264° (Shepherd)
• Boiling Point: °Cat760mmHg
• PKA: 7.42±0.10(Predicted)
• Flash Point: °C
• PSA: 129.47000
• Density: 1.5g/cm³
• LogP: 4.10400
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 335.05759170
• Heavy Atom Count: 23
• Complexity: 524

Purity/Quality:

99% ^*data from raw suppliers

Sulfanitran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)NC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: Sulfanitran is a sulfanomide derivative used as an anticoccidial drug. Sulfanitran is added to the drinking water of chickens as an aid in the treatment of coccidiosis caused by E. tenella, E. necatrix, and E. acervulina. anti-hypertensive

Technology Process of Sulfanitran

There total 5 articles about Sulfanitran 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: 54.0%

N-{4-[(4-iodophenyl)sulfamoyl]phenyl}acetamide (19837-94-6) → sulfanitran (122-16-7)

Guidance literature:

With 1,10-Phenanthroline; iron(II) sulfate; potassium nitrate; In dimethyl sulfoxide; at 20 ℃; for 48h; UV-irradiation; Inert atmosphere;

DOI:10.1021/acscatal.1c02272

Reference yield: 50.0%

para-dinitrobenzene (100-25-4) + (4-acetylaminophenyl)boronic acid (101251-09-6) → sulfanitran (122-16-7)

Guidance literature:

With sodium metabisulfite; lithium phosphate; choline chloride; In N,N-dimethyl-formamide; at 130 ℃; for 10h; Inert atmosphere;

Reference yield: 40.0%

4-nitro-aniline (100-01-6,104810-17-5) + p-acetylaminobenzenesulfonyl chloride (121-60-8) → sulfanitran (122-16-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.bmcl.2017.08.012

upstream raw materials:

4-nitro-aniline

p-acetylaminobenzenesulfonyl chloride

para-dinitrobenzene

(4-acetylaminophenyl)boronic acid

Downstream raw materials:

4-amino-N-(4-nitrophenyl)-benzenesulfonamide

N-acetyl-sulfanilic acid-(4-amino-anilide)

p-aminobenzenesulphonamido-4-aniline

C₁₉H₁₅N₃O₈S

Refernces

• 1、 Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua. "Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer". . p. 9561 - 9568. Retrieved 2021/08/06.
• 2、 Li, Yaping,Wang, Ming,Jiang, Xuefeng. "Straightforward Sulfonamidation via Metabisulfite-Mediated Cross Coupling of Nitroarenes and Boronic Acids under Transition-Metal-Free Conditions?". supporting information. p. 1521 - 1525. Retrieved 2020/09/09.