2-Methyl-5-nitrobenzenesulfonamide

Base Information

• Chemical Name: 2-Methyl-5-nitrobenzenesulfonamide
• CAS No.: 6269-91-6
• Molecular Formula: C7H8N2O4S
• Molecular Weight: 216.218
• Hs Code.: 2935009090
• NSC Number: 33880
• DSSTox Substance ID: DTXSID50283866
• Nikkaji Number: J438.151C
• Wikidata: Q72493422
• Mol file: 6269-91-6.mol

Synonyms:2-methyl-5-nitrobenzenesulfonamide;6269-91-6;2-Methyl-5-nitrobenzenesulphonamide;2-methyl-5-nitrobenzene-1-sulfonamide;Benzenesulfonamide, 2-methyl-5-nitro-;MFCD00115503;2-methyl-5-nitro-benzenesulfonamide;NSC33880;p-Nitrotoluolsulfamid;p-Nitrotoluol-o-sulfonamid;SCHEMBL1276094;DTXSID50283866;CLXWMMGXFSZUNP-UHFFFAOYSA-N;AMY40071;BCP14877;2-Methyl-5-nitrobenzene Sulfonamide;3-aminosulfonyl-4-methylnitrobenzene;BBL003961;CCG-44619;NSC-33880;STK396673;AKOS001037940;AC-1170;PS-3181;SB79182;SY017578;CS-0012533;FT-0658937;EN300-01186;A833931;SR-01000389728;SR-01000389728-1;SR-01000389728-2;Z45415558;F0346-0257;F1084-0158

Chemical Property of 2-Methyl-5-nitrobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.2E-07mmHg at 25°C
• Melting Point: 197-199
• Refractive Index: 1.596
• Boiling Point: 431.4 °C at 760 mmHg
• PKA: 9.56±0.60(Predicted)
• Flash Point: 214.7 °C
• PSA: 114.36000
• Density: 1.475 g/cm³
• LogP: 2.85490
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 216.02047791
• Heavy Atom Count: 14
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-5-nitrobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])S(=O)(=O)N
• Uses: 2-Methyl-5-nitrobenzenesulfonamide is a chemical reagent in the synthesis of good inhibitors of cancer-related carbonic anhydrase. Also used in the synthesis of novel deacetylase inhibitors used in anti-tumor therapy.

Technology Process of 2-Methyl-5-nitrobenzenesulfonamide

There total 4 articles about 2-Methyl-5-nitrobenzenesulfonamide 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%

2-methyl-5-nitrobenzene-1-sulfonyl chloride (121-02-8) → 4-nitrotoluene-2-sulfonamide (6269-91-6)

Guidance literature:

With ammonium hydroxide; In diethyl ether; at 0 ℃; for 42h; Inert atmosphere;

Reference yield: 81.2%

1-methyl-4-nitrobenzene (99-99-0) → 4-nitrotoluene-2-sulfonamide (6269-91-6)

Guidance literature:

1-methyl-4-nitrobenzene; With chlorosulfonic acid; In 1,2-dichloro-ethane; at 50 - 60 ℃; for 6.5h;

With ammonium hydroxide; at 10 - 40 ℃; for 2h;

DOI:10.14233/ajchem.2017.20627

Reference yield:

1-methyl-4-nitrobenzene (99-99-0) → 4-nitrotoluene-2-sulfonamide (6269-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ClSO₃H / 24 h / 60 - 70 °C

2: conc. aq. NH₃ / diethyl ether / 2 h / Heating

With chlorosulfonic acid; ammonium hydroxide; In diethyl ether;

DOI:10.1246/bcsj.55.3824

upstream raw materials:

2-methyl-5-nitrobenzene-1-sulfonyl chloride

1-methyl-4-nitrobenzene

2-methyl-5-nitroaniline

Downstream raw materials:

methyl 2-sulfonamido-4-nitrobenzoate

methyl 4-amino2-(aminosulfonyl)-benzoate

5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide methanesulfonic acid salt

pazopanib hydrochloride

Refernces

• 1、 -. "2,4 SUBSTITUTED PYRIMIDINEDIAMINES FOR USE IN DISCOID LUPUS". Paragraph 0106; 0107. . Retrieved 2018/06/15.
• 2、 Cai, Xinhong,Chen, Qiulu,Guan, Jing,Gong, Shunze,Fu, Hao,Xu, Defeng. "A convenient synthesis of 2-methoxycarbonyl-5-iodobenzene sulfonamide". . p. 1622 - 1624. Retrieved 2017/05/29.