3-bromo-N-cyclopropylbenzenesulfonamide

Base Information

• Chemical Name: 3-bromo-N-cyclopropylbenzenesulfonamide
• CAS No.: 876694-43-8
• Molecular Formula: C9H10BrNO2S
• Molecular Weight: 276.154
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID70429168
• Wikidata: Q82242120
• ChEMBL ID: CHEMBL3466559
• Mol file: 876694-43-8.mol

Synonyms:3-bromo-N-cyclopropylbenzenesulfonamide;876694-43-8;3-Bromo-N-cyclopropylbenzenesulphonamide;Benzenesulfonamide,3-bromo-N-cyclopropyl-;CHEMBL3466559;SCHEMBL15688099;DTXSID70429168;IUTJMJZYULYDMO-UHFFFAOYSA-N;BKB69443;MFCD07957029;AKOS008940844;AT35389;3-Bromo-N-cyclopropyl-benzenesulfonamide;BS-25838;3-bromo-N-cyclopropylbenzene-1-sulfonamide;CS-0213193;FT-0722548;A862482;Z45534949

Chemical Property of 3-bromo-N-cyclopropylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 171°C
• Refractive Index: 1.646
• Boiling Point: 385.299 °C at 760 mmHg
• Flash Point: 186.823 °C
• PSA: 54.55000
• Density: 1.706g/cm³
• LogP: 3.36150
• Storage Temp.: Keep Cold
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 274.96156
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

95-99% ^*data from raw suppliers

3-Bromo-N-cyclopropylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1NS(=O)(=O)C2=CC(=CC=C2)Br

Technology Process of 3-bromo-N-cyclopropylbenzenesulfonamide

There total 1 articles about 3-bromo-N-cyclopropylbenzenesulfonamide 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: 97.0%

3-Bromobenzenesulfonyl chloride (2905-24-0) + Cyclopropylamine (765-30-0) → 3-bromo-N-cyclopropyl-benzenesulfonamide (876694-43-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00711

Reference yield: 67.0%

3-bromo-N-cyclopropyl-benzenesulfonamide (876694-43-8) + trimethylsilylacetylene (1066-54-2) → N-cyclopropyl-3-[(trimethylsilyl)ethynyl]benzenesulfonamide

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield: 62.0%

3-bromo-N-cyclopropyl-benzenesulfonamide (876694-43-8) + bis(pinacol)diborane (73183-34-3) → N-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide (1416367-02-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 95 ℃; Inert atmosphere;

upstream raw materials:

3-Bromobenzenesulfonyl chloride

Cyclopropylamine

Downstream raw materials:

N-cyclopropyl-3-(3,5-dimethyl-4-isoxazolyl)benzenesulfonamide

N-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

Refernces

• 1、 Kwong, Ada J.,Munshi, Hidayatullah G.,Oelschlager, Hannah E.,Pham, Thao N. D.,Scheidt, Karl A.. "Rational Design, Optimization, and Biological Evaluation of Novel MEK4 Inhibitors against Pancreatic Adenocarcinoma". supporting information. p. 1559 - 1567. Retrieved 2021/10/04.
• 2、 -. "PYRROLO[2,3-D]PYRIMIDINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS KINASE INHIBITORS". Page/Page column 52. . Retrieved 2014/12/12.