N-Acetylsulfanilyl chloride

Base Information

• Chemical Name: N-Acetylsulfanilyl chloride
• CAS No.: 121-60-8
• Molecular Formula: C8H8ClNO3S
• Molecular Weight: 233.675
• Hs Code.: 29242995
• European Community (EC) Number: 204-485-1
• NSC Number: 127860
• UNII: LIX4M9AIVM
• DSSTox Substance ID: DTXSID8026981
• Nikkaji Number: J5.341D
• Wikidata: Q26841247
• Metabolomics Workbench ID: 153343
• ChEMBL ID: CHEMBL3185390
• Mol file: 121-60-8.mol

Synonyms:4-Acetamidobenzene sulfonyl chloride;4-(Acetylamino)phenylsulfonyl chloride;4-Acetamidobenzene-1-sulfonyl chloride;4-Chlorosulfonylacetanilide;4'-(Chlorosulfonyl)acetanilide;Benzenesulfonylchloride, 4-(acetylamino)-;Acetanilide-p-sulfonyl chloride;Dagenan chloride;N-(4-Chlorosulfonylphenyl)acetamide;N-Acetyl-p-aminobenzenesulfonyl chloride;p-(Chlorosulfonyl)acetanilide;p-Acetamidobenzenesulfonyl chloride;

Chemical Property of N-Acetylsulfanilyl chloride

Chemical Property:

• Appearance/Colour: off-white to slightly grey granular cryst powder
• Vapor Pressure: 1.72E-07mmHg at 25°C
• Melting Point: 142-145 ºC
• Refractive Index: 1.586
• Boiling Point: 426.8 ºC at 760 mmHg
• PKA: 13.75±0.70(Predicted)
• Flash Point: 211.9 ºC
• PSA: 71.62000
• Density: 1.468 g/cm³
• LogP: 2.72630
• Storage Temp.: -20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 232.9913420
• Heavy Atom Count: 14
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

ASC ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34-37
• Safety Statements: 26-36/37/39-45-28B

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzenesulfonic Acids
• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)Cl
• Recent ClinicalTrials: Clinical Study to Evaluate Efficacy and Safety of ASC and Fibringlue or Fibringlue in Patients With Crohn's Fistula
• Recent EU Clinical Trials: Clinical trial phase IIa to safety treating critical ischemia non-revascularizable lower limb by mesenchymal stem cells.
• Uses: A sulfanilamide derivative of Chitosan Intermediate in the preparation of sulfanilamide and its derivatives. N-Acetylsulfanilyl chloride is used?in the preparation of sulfanilamide and its derivatives which are intermediates to produce sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. It is also used as a Pharma raw material. N-Acetylsulfanilyl chloride widely used in the fields of dye, medicine, mainly used for preparation of Sulfanilamide, Sulfanilylureal, Sulfatolamide, Sulphathiourea , Sulfaguanidine and Sulfacetamide and etc.

Technology Process of N-Acetylsulfanilyl chloride

There total 14 articles about N-Acetylsulfanilyl chloride 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: 98.4%

Acetanilid (103-84-4) → p-acetylaminobenzenesulfonyl chloride (121-60-8)

Guidance literature:

Acetanilid; With chlorosulfonic acid; In 1,1,2,2-tetrachloroethylene; at 10 - 50 ℃; for 1.33333h;

With thionyl chloride; In 1,1,2,2-tetrachloroethylene; at 63 - 70 ℃; for 1.33333h; Temperature;

Reference yield: 95.5%

N-acetylsulfanilic acid (121-62-0) → p-acetylaminobenzenesulfonyl chloride (121-60-8)

Guidance literature:

With bis(trichloromethyl) carbonate; In dichloromethane; chloroform; N,N-dimethyl-formamide; at 38 - 45 ℃; for 2h; Solvent;

Reference yield: 86.0%

→ p-Acetaminobenzenesulfonyl chloride (N-acetylsulfanilyl chloride) + p-acetylaminobenzenesulfonyl chloride (121-60-8)

Guidance literature:

upstream raw materials:

N-acetylsulfanilic acid

(4-acetamidophenyl)disulfide

Acetanilid

chlorosulfonic acid

Downstream raw materials:

N-[4-(4-Methylpiperazine-1-sulfonyl)phenyl]acetamide

prasterone acetate

(10aR,12aS)-10a,12a-dimethyl-4,4a,4b,5,6,9,10,10a,10b,11,12,12a-dodecahydronaphtho[2,1-f]quinoline-2,8(1H,3H)-dione

N-acetyl-sulfanilic acid-(3-piperidino-propylamide)

Refernces

• 1、 Vanparia, Satish F.,Patel, Tarosh S.,Dixit, Ritu B.,Dixit, Bharat C.. "Synthesis and in vitro antimicrobial activity of some newer quinazolinone-sulfonamide linked hybrid heterocyclic entities derived from glycine". . p. 5184 - 5196. Retrieved 2013.
• 2、 Tan, Shiyu,Yang, Yang,Luo, Ziping,Zhao, Shuo,Huang, Dafu,Zhang, Jun,Dong, Lichun,Wang, Gang. "An alternative synthetic process of p-acetaminobenzenesulfonyl chloride through combined chlorosulfonation by HClSO3 and PCl5". . p. 510 - 518. Retrieved 2011.
• 3、 Liu, Yu,Zhang, Ning,Chen, Yong,Wang, Li-Hua. "Fluorescence sensing and binding behavior of aminobenzenesulfonamidoquinolino-β-cyclodextrin to Zn2+". . p. 315 - 318. Retrieved 2007.
• 4、 Bheemanaboina, Rammohan R. Yadav,Guan, Zhi,Hu, Yuan-Yuan,Meng, Jiang-Ping,Wang, Juan,Zhou, Cheng-He. "A facile reaction to access novel structural sulfonyl-hybridized imidazolyl ethanols as potential DNA-targeting antibacterial agents". . . Retrieved 2021.
• 5、 Patel, Tarosh S.,Vanparia, Satish F.,Patel, Urmila H.,Dixit, Ritu B.,Chudasama, Chaitanya J.,Patel, Bhavesh D.,Dixit, Bharat C.. "Novel 2,3-disubstituted quinazoline-4(3H)-one molecules derived from amino acid linked sulphonamide as a potent malarial antifolates for DHFR inhibition". . p. 251 - 265. Retrieved 2017.
• 6、 Patel, Tarosh S.,Bhatt, Jaimin D.,Dixit, Ritu B.,Chudasama, Chaitanya J.,Patel, Bhavesh D.,Dixit, Bharat C.. "Green synthesis, biological evaluation, molecular docking studies and 3D-QSAR analysis of novel phenylalanine linked quinazoline-4(3H)-one-sulphonamide hybrid entities distorting the malarial reductase activity in folate pathway". . p. 3574 - 3586. Retrieved 2019.
• 7、 -. "Preparation method of P-acetyl aminobenzene sulfonyl chloride". Paragraph 0033-0046. . Retrieved 2021/11/14.