Benzenesulfonamide, 4-methyl-N-2-propynyl-

Base Information

• Chemical Name: Benzenesulfonamide, 4-methyl-N-2-propynyl-
• CAS No.: 55022-46-3
• Molecular Formula: C10H11NO2S
• Molecular Weight: 209.269
• European Community (EC) Number: 886-687-5
• DSSTox Substance ID: DTXSID40395386
• Nikkaji Number: J1.039.337J
• Wikidata: Q82195463
• Mol file: 55022-46-3.mol

Synonyms:55022-46-3;Benzenesulfonamide, 4-methyl-N-2-propynyl-;4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide;4-methyl-N-prop-2-ynylbenzenesulfonamide;N-Tosylpropargylamine;4-methyl-N-(prop-2-yn-1-yl)benzene-1-sulfonamide;BenzenesulfonaMide, 4-Methyl-N-2-propyn-1-yl-;propargyltosylamine;N-tosyl propargylamine;((4-METHYLPHENYL)SULFONYL)PROP-2-YNYLAMINE;SCHEMBL2624207;DTXSID40395386;KZFGYFVUSPCRSG-UHFFFAOYSA-N;MFCD00510805;AKOS001297276;MS-10566;4-methyl-N-(2-propynyl)benzenesulfonamide;4-Methyl-N-(prop-2-ynyl)-benzenesulfonamide;CS-0008729;BenzenesulfonaMide,4-Methyl-N-2-propyn-1-yl-;EN300-333305;F70363;4-methyl-N-(prop-2-yn-1-yl) benzenesulfonamide;Z53051144

Chemical Property of Benzenesulfonamide, 4-methyl-N-2-propynyl-

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 209.05104977
• Heavy Atom Count: 14
• Complexity: 312

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCC#C

Technology Process of Benzenesulfonamide, 4-methyl-N-2-propynyl-

There total 25 articles about Benzenesulfonamide, 4-methyl-N-2-propynyl- 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%

p-toluenesulfonyl chloride (98-59-9) + Propargylamine (2450-71-7) → 4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/ol301938z

Reference yield: 100.0%

N-(2,3-dimethylbut-2-enyl)l-4-methyl-N-(prop-2-ynyl)benzenesulfonamide → 4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0034-1379428

Reference yield: 97.0%

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) + propargyl bromide (106-96-7) → 4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3)

Guidance literature:

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

propargyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1002/adsc.201100124

upstream raw materials:

toluene-4-sulfonamide

propargyl bromide

p-toluenesulfonyl chloride

Propargylamine

Downstream raw materials:

(E)-N-(4-bromo-2-buten-1-yl)-4-methyl-N-(2-propyn-1-yl)-benzenesulfonamide

N-(4-acetoxybut-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide

(E)-N-(3-(4-chlorophenyl)allyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

4-Methyl-N-[(E)-3-(4-nitro-phenyl)-allyl]-N-prop-2-ynyl-benzenesulfonamide

Refernces

• 1、 Nidhar, Manisha,Khanam, Shaziya,Sonker, Priyanka,Gupta, Priya,Mahapatra, Archisman,Patil, Swaraj,Yadav, Brijesh Kumar,Singh, Rahul Kumar,Kumar Tewari, Ashish. "Click inspired novel pyrazole-triazole-persulfonimide & pyrazole-triazole-aryl derivatives; Design, synthesis, DPP-4 inhibitor with potential anti-diabetic agents". supporting information. . Retrieved 2022/01/22.
• 2、 Shi, Shanshan,Zheng, Zhipeng,Zhang, Yumeng,Yang, Yufei,Ma, Denghui,Gao, Yuzhen,Liu, Yan,Tang, Guo,Zhao, Yufen. "Photoinduced Phosphorylation/Cyclization of Cyanoaromatics for Divergent Access to Mono- And Diphosphorylated Polyheterocycles". supporting information. p. 9348 - 9352. Retrieved 2021/12/14.