4-Cyanobenzenesulfonamide

Base Information

• Chemical Name: 4-Cyanobenzenesulfonamide
• CAS No.: 3119-02-6
• Molecular Formula: C7H6N2O2S
• Molecular Weight: 182.203
• Hs Code.: 29350090
• European Community (EC) Number: 221-492-5
• NSC Number: 77086
• DSSTox Substance ID: DTXSID50185119
• Nikkaji Number: J41.394A
• Wikidata: Q72457900
• ChEMBL ID: CHEMBL178209
• Mol file: 3119-02-6.mol

Synonyms:4-cyanobenzenesulfonamide;3119-02-6;4-cyanobenzene-1-sulfonamide;4-Cyanobenzenesulphonamide;Benzenesulfonamide, 4-cyano-;p-Cyanobenzenesulfonamide;Benzenesulfonamide, p-cyano-;4-Cyano-benzenesulfonamide;p-Cyanobenzenesulphonamide;4-Cyanobenzene-1sulfonamide;CHEMBL178209;EINECS 221-492-5;NSC 77086;BRN 2093857;MFCD00178767;NSC77086;WLN: ZSWR DCN;4-cyano-1-sulfamoylbenzene;SCHEMBL329973;DTXSID50185119;BBL100474;BDBM50423784;NSC-77086;STL554268;AKOS000142201;MS-2304;4-cyanobenzene-1-sulfonamide, AldrichCPR;LS-31458;2-[ACETYL(METHYL)AMINO]BENZOICACID;CS-0157415;FT-0634677;FT-0654098;EN300-15037;4-11-00-00694 (Beilstein Handbook Reference);A912264;Z45415629;F2158-2262;KBZ

Chemical Property of 4-Cyanobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.24E-06mmHg at 25°C
• Melting Point: 166 °C
• Refractive Index: 1.626
• Boiling Point: 400.7 °C at 760 mmHg
• PKA: 9.57±0.10(Predicted)
• Flash Point: 196.2 °C
• PSA: 92.33000
• Density: 1.47 g/cm³
• LogP: 1.98678
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 1.111g/L(15 oC)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 182.01499861
• Heavy Atom Count: 12
• Complexity: 287

Purity/Quality:

99%, ^*data from raw suppliers

4-Cyanobenzene-1-sulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)S(=O)(=O)N
• Uses: 4-Cyanobenzene-1-sulfonamide is a carbonic anhydrase inhibitor.

Technology Process of 4-Cyanobenzenesulfonamide

There total 11 articles about 4-Cyanobenzenesulfonamide 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: 94.0%

p-cyanobenzenesulfonyl chloride (49584-26-1) → 4-cyanobenzenesulfonamide (3119-02-6)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 91.0%

zinc(II) cyanide (557-21-1) + 4-Chlorobenzenesulfonamide (98-64-6) → 4-cyanobenzenesulfonamide (3119-02-6)

Guidance literature:

zinc(II) cyanide; With aluminum oxide; Ni(xantphos)(o-tolyl)Cl; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;

4-Chlorobenzenesulfonamide; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob00892a

Reference yield: 91.0%

4-Chlorobenzenesulfonamide (98-64-6) + potassiumhexacyanoferrate(II) trihydrate → 4-cyanobenzenesulfonamide (3119-02-6)

Guidance literature:

With C₄₂H₅₈NO₃PPdS^(2-); potassium acetate; tert-butyl XPhos; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201304188

upstream raw materials:

4-Sulfamoyl-benzenediazonium

sodium cyanide

4-(hydroxyimino-methyl)-benzenesulfonic acid amide

formamide

Downstream raw materials:

4-(formylamino-methyl)-benzenesulfonic acid amide

2-(4-sulfamoylphenyl)-4-hydroxy-5-methylthiazole

4-cyano-N-methylbenzenesulfonamide

N′-hydroxy-4-sulfamoylbenzene-1-carboximidamide

Refernces

• 1、 -. "METHOD FOR PRODUCING OXIDE USING BETA-MANGANESE DIOXIDE". Paragraph 0097; 0098. . Retrieved 2021/10/15.
• 2、 Curle, Jonathan M.,Perieteanu, Marina C.,Humphreys, Philip G.,Kennedy, Alan R.,Tomkinson, Nicholas C. O.. "Alkene Syn- And Anti-Oxyamination with Malonoyl Peroxides". supporting information. p. 1659 - 1664. Retrieved 2020/02/13.