Production Method 1

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  0 °C; 2.5 h, 0 °C

Reference

A metal-free multicomponent strategy for amidine synthesis

Alassad, Zayed; Raed, Anas Abo; Mizrachi, Meital Shema; Perez-Temprano, Monica; Milo, Anat, ChemRxiv, 2022, 1, 1-8

Production Method 2

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  cooled; 4 h, rt

Reference

Caged cyclopropenes for controlling bioorthogonal reactivity

Kumar, Pratik; Jiang, Ting; Li, Sining; Zainul, Omar; Laughlin, Scott T., Organic & Biomolecular Chemistry, 2018, 16(22), 4081-4085

Production Method 3

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ;  20 min, rt

Reference

Product-Derived Bimetallic Palladium Complex Catalyzes Direct Carbonylation of Sulfonylazides

Zhao, Jin; Li, Zongyang; Song, Shaole; Wang, Ming-An; Fu, Bin; et al, Angewandte Chemie, 2016, 55(18), 5545-5549

Production Method 4

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  rt

Reference

Preparation of a Library of Poly(N-sulfonylimidates) by Cu-Catalyzed Multicomponent Polymerization

Kim, Hyunseok; Choi, Tae-Lim, ACS Macro Letters, 2014, 3(8), 791-794

Production Method 5

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Ethanol ;  cooled; 15 min, cooled; 18 h, rt; 2 h, 35 °C; 3 h, 50 °C

Reference

1,2,3-Thiadiazole-sulfil(sulfone)imine heterocyclic derivatives as insecticides and fungicides and their preparation, agricultural compositions and use in the treatment of insects and fungal infection

, China, , ,

Production Method 6

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  1 h, 0 °C; 0 °C → 23 °C; 16 h, 23 °C

Reference

Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines

de Nanteuil, Florian; Waser, Jerome, Angewandte Chemie, 2011, 50(50), 12075-12079

Production Method 7

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  0 °C; 2 h, rt

Reference

Cooperative Lewis Acid-1,2,3-Triazolium-Aryloxide Catalysis: Pyrazolone Addition to Nitroolefins as Entry to Diaminoamides

Wanner, Daniel M.; Becker, Patrick M.; Suhr, Simon; Wannenmacher, Nick; Ziegler, Slava; et al, Angewandte Chemie, 2023, 62(36),

Production Method 8

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  15 min, 0 °C; 3 h, rt

Reference

1,3-difunctionalization of vinyl diazo esters enabled by a cobalt catalyzed C-H activation/carbene migratory insertion: a one pot domino approach in a three component coupling

Khot, Nandkishor Prakash; Deo, Nitish Kumar; Kapur, Manmohan, ChemRxiv, 2022, 1, 1-5

Production Method 9

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  15 min, 0 °C

Reference

A switch to vinylogous reactivity of vinyl diazo esters for the C-H allylation of benzamides by merging cobalt and photoredox catalysis

Khot, Nandkishor Prakash; Deo, Nitish Kumar; Kapur, Manmohan, Chemical Communications (Cambridge, 2022, 58(100), 13967-13970

Production Method 10

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetonitrile ;  3 min, rt; 3 h, 25 °C

Reference

Modified oligonucleotides activating RNAse H for use in therapy and diagnosis

, Russian Federation, , ,

Production Method 11

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  0 °C; 2.5 h, 0 °C

Reference

Metal-Free Multicomponent Strategy for Amidine Synthesis

Alassad, Zayed; AboRaed, Anas ; Mizrachi, Meital Shema; Perez-Temprano, Monica H.; Milo, Anat, Journal of the American Chemical Society, 2022, 144(45), 20672-20679

Production Method 12

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water

Reference

The Total Synthesis of Alternaric Acid and Progress Toward the Synthesis of Subglutinol

Cuellar, Rebecca A. D., 2008, , ,

Production Method 13

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  1 h, 0 °C; 0 °C → 23 °C; 16 h, 23 °C

Reference

Formal Homo-Nazarov and Other Cyclization Reactions of Activated Cyclopropanes

De Simone, Filippo; Saget, Tanguy; Benfatti, Fides; Almeida, Sofia; Waser, Jerome, Chemistry - A European Journal, 2011, 17(51), 14527-14538

Production Method 14

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Isopropanol ,  Water ;  1 h, rt

Reference

Cyclic peptide-polymer complexes and their self-assembly

Belanger, Dominique; Tong, Xia; Soumare, Sadia; Dory, Yves L.; Zhao, Yue, Chemistry - A European Journal, 2009, 15(17), 4428-4436

Production Method 15

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water

Reference

p-Toluenesulfonyl azide

Heydt, Heinrich; Regitz, Manfred; Mapp, Anna K.; Chen, Bin, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2008, 1, 1-9

Production Method 16

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  15 min, 0 °C; 3 h, rt

Reference

A three component 1,3-difunctionalization of vinyl diazo esters enabled by a cobalt catalyzed C-H activation/carbene migratory insertion

Khot, Nandkishor Prakash; Nagtilak, Prajyot Jayadev; Deo, Nitish Kumar; Kapur, Manmohan, Chemical Communications (Cambridge, 2023, 59(40), 6076-6079

Production Method 17

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  2.5 h, 0 °C

Reference

Catalyst-free, scalable heterocyclic flow photocyclopropanation

Kloepfer, Viktor; Eckl, Robert; Floss, Johannes; Roth, Philippe M. C.; Reiser, Oliver; et al, Green Chemistry, 2021, 23(17), 6366-6372

Production Method 18

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  3 h, 0 °C

Reference

Ambruticins: Tetrahydropyran ring formation and total synthesis

Bowen, James I.; Wang, Luoyi; Crump, Matthew P.; Willis, Christine L., Organic & Biomolecular Chemistry, 2021, 19(28), 6210-6215

Production Method 19

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  rt; 2 h, reflux

Reference

Synthesis and Reactivity of 5-Heterotruxenes Containing Sulfur or Nitrogen as the Heteroatom

Gorski, Krzysztof; Mech-Piskorz, Justyna ; Lesniewska, Barbara; Pietraszkiewicz, Oksana; Pietraszkiewicz, Marek, Journal of Organic Chemistry, 2019, 84(18), 11553-11561

Production Method 20

941-55-9

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Acetone ,  Water ;  cooled; 25 °C; 4 h, 25 °C

Reference

High efficiency catalytic synthesis of N-sulfonyltriazole in aqueous phase by copper sulfate/substituted thiourea

Dong, Lirong; Wang, Siyu; Zhang, Xiaomei; Cheng, Jiajia; Yuan, Yaofeng, Gaodeng Xuexiao Huaxue Xuebao, 2019, 40(5), 927-931

4-Methylbenzenesulfonyl azide - Preparation Products

• 4-Methylbenzenesulfonyl azide - (941-55-9)

• 1. An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel
  JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin
• 2. An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes?
  Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
• 3. An aptasensor for the detection of ampicillin in milk using a personal glucose meter
  Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
• 4. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?
  Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
• 5. An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers?
  Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzenesulfonamides

Introduction to 4-Methylbenzenesulfonyl azide (CAS No. 941-55-9)

4-Methylbenzenesulfonyl azide, with the chemical identifier CAS No. 941-55-9, is a specialized organic compound that has garnered significant attention in the field of synthetic chemistry and pharmaceutical research. This compound belongs to the class of sulfonyl azides, which are widely recognized for their utility in constructing complex molecular architectures, particularly in the development of novel bioactive molecules. The presence of both a methyl group and a sulfonyl azide functionality imparts unique reactivity, making it a valuable intermediate in various chemical transformations.

The sulfonyl azide moiety is particularly noteworthy due to its ability to participate in a variety of reactions, including nucleophilic substitution, cycloadditions, and rearrangements. These reactions are often employed in the synthesis of heterocyclic compounds, which are prevalent in many pharmaceuticals and agrochemicals. The methylbenzene backbone provides additional versatility, allowing for selective modifications at different positions while maintaining the integrity of the azide group. This balance of reactivity and stability makes 4-Methylbenzenesulfonyl azide a preferred choice for researchers aiming to explore new chemical pathways.

In recent years, there has been a surge in research focused on the applications of sulfonyl azides in medicinal chemistry. One particularly exciting area is their use as precursors for generating pharmacophores that exhibit potent biological activity. For instance, studies have demonstrated that derivatives of 4-Methylbenzenesulfonyl azide can be transformed into molecules with antimicrobial and anti-inflammatory properties. The ability to functionalize the aromatic ring while retaining the reactive azide group allows for the creation of libraries of compounds that can be screened for therapeutic efficacy.

The synthetic utility of 4-Methylbenzenesulfonyl azide extends beyond pharmaceutical applications. In materials science, this compound has been explored as a building block for designing advanced polymers and coatings. The incorporation of sulfonyl azide groups into polymer backbones can enhance material properties such as thermal stability and mechanical strength. Furthermore, the controlled decomposition of these groups can lead to the formation of novel nanostructures, which have potential applications in electronics and photonics.

Recent advancements in green chemistry have also influenced the handling and synthesis of 4-Methylbenzenesulfonyl azide. Researchers are increasingly adopting catalytic methods to minimize waste and improve yields. For example, transition metal-catalyzed reactions have been employed to achieve selective sulfonylation without generating harmful byproducts. These innovations align with the broader goal of sustainable chemistry, ensuring that the production and use of this compound are environmentally responsible.

The mechanistic understanding of 4-Methylbenzenesulfonyl azide has also seen significant progress. Computational studies have helped elucidate how the compound interacts with various reagents, providing insights into reaction pathways and intermediates. This knowledge is crucial for optimizing synthetic protocols and predicting the behavior of derivatives under different conditions. Additionally, spectroscopic techniques such as NMR and mass spectrometry have been instrumental in confirming structural assignments and tracking reaction progress.

In conclusion, 4-Methylbenzenesulfonyl azide (CAS No. 941-55-9) represents a fascinating compound with diverse applications across multiple scientific disciplines. Its unique combination of reactivity and stability makes it an indispensable tool for chemists seeking to innovate in pharmaceuticals, materials science, and beyond. As research continues to uncover new possibilities, this compound is poised to play an even greater role in shaping the future of chemical synthesis.

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• 938-10-3(Benzenesulfonyl azide)
• 79791-38-1(4-Dodecylbenzensulfonyl Azide)
• 14860-69-6(Benzenesulfonyl azide, 4-amino-)
• 36982-84-0(2,4,6-Triisopropylbenzenesulfonyl azide)
• 6647-76-3(Benzenesulfonyl azide,4-bromo-)
• 76464-65-8(Benzenesulfonyl azide, 4-amino-, monohydrochloride)
• 13407-52-8(2-Naphthalenesulfonyl azide)
• 21691-17-8( )
• 24906-63-6(Benzenesulfonyl azide,2,4,6-trimethyl-)