Unii-97F7ble97S

Base Information

• Chemical Name: Unii-97F7ble97S
• CAS No.: 941-55-9
• Deprecated CAS: 67842-69-7,1647111-45-2
• Molecular Formula: C7H7N3O2S
• Molecular Weight: 197.217
• Hs Code.: 29299090
• Mol file: 941-55-9.mol

Synonyms:UNII-97F7BLE97S;97F7BLE97S;EINECS 213-381-5;NSC 138649

Chemical Property of Unii-97F7ble97S

Chemical Property:

• Appearance/Colour: white crystal
• Melting Point: 22 °C
• Refractive Index: n20/D 1.548
• Flash Point: 4℃
• PSA: 92.27000
• Density: ~0.90 g/mL at 20 °C
• LogP: 2.52756
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 197.02589765
• Heavy Atom Count: 13
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

Tosyl azide, 30% w/w in toluene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F,T+
• Statements: 5-67-65-48/20-38-28-11-63
• Safety Statements: 16-35-45-36/37-28-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N=[N+]=[N-]
• Description: Tosyl azide is a reagent used in organic synthesis. It is prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.
• Uses: Used for the introduction of azide and diazo functional groups. It is also used as a nitrene source and as a substrate for [3+2] cycloaddition reactions. 4-Methylbenzenesulfonyl Azide can be used to target Bcl-2 family proteins to potentially treat cancer. p-Toluenesulfonyl azide solution can be employed as a reagent along with alkyne, and amine in the three-component coupling reaction for the synthesis of N-sulfonylamidines in presence of copper catalyst.It can also be used in the synthesis of N-sulfonyl-1,2,3-triazoles by azide-alkyne cycloaddition reaction in the presence of copper catalyst.

Technology Process of Unii-97F7ble97S

There total 19 articles about Unii-97F7ble97S 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) → 4-toluenesulfonyl azide (941-55-9)

Guidance literature:

With Caswell No_. 744A; In water monomer; isopropanol; at 20 ℃; for 1h;

DOI:10.1002/chem.200802337

Reference yield: 98.0%

p-toluenesulfonyl fluoride (455-16-3) → 4-toluenesulfonyl azide (941-55-9)

Guidance literature:

With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 50 ℃; for 1.5h;

DOI:10.1055/s-0035-1561626

Reference yield: 97.0%

toluene-4-sulfonic acid (104-15-4) → 4-toluenesulfonyl azide (941-55-9)

Guidance literature:

toluene-4-sulfonic acid; With trichloroisocyanuric acid; triphenylphosphine; In tetrahydrofuran; at 0 - 5 ℃; for 0.25h;

With sodium azide; In tetrahydrofuran; at 5 - 20 ℃; for 0.0166667h; Solvent;

DOI:10.1080/17415993.2013.801476

upstream raw materials:

p-toluenesulfonyl chloride

dimethyl N-tosylketenimine

N-[1-Chloro-2-methyl-prop-(Z)-ylidene]-4-methyl-benzenesulfonamide

toluene-4-sulfonic acid hydrazide

Downstream raw materials:

5-methoxy-3-(toluene-4-sulfonyl)-2-vinyl-oxazolidine

4-methyl-N-(morpholino(4-nitrophenyl)methylene)benzensulfonamide

4-[2-(4-nitro-phenyl)-N-(toluene-4-sulfonyl)-propionimidoyl]-morpholine

4-[4-methoxy-N-(toluene-4-sulfonyl)-benzimidoyl]-morpholine

Refernces

Ring expansion of substituted norbornadienes for the synthesis of mono- and disubstituted 2-azabicyclo[3.2.1]octadienes

10.1016/j.tetlet.2008.06.123

The study focuses on the synthesis of substituted 2-azabicyclo[3.2.1]octadienes, which are significant in the creation of natural products and biologically active compounds, through the ring expansion of substituted norbornadienes using toluenesulfonyl azide. The researchers explored the regioselectivity of the cycloaddition/rearrangement process with various mono- and disubstituted norbornadienes, finding that both types could be converted into the bicyclooctadiene ring system with high regiocontrol and in moderate to excellent yields. The study also investigated the impact of different substituent groups on the reaction's outcome, noting that electron-withdrawing groups resulted in little to no product, while hydroxymethyl derivatives provided a moderate yield of a single regioisomer. The synthesized 2-azabicyclo[3.2.1]octadienes can be further modified to yield highly substituted derivatives of the 2-azabicyclo[3.2.1]octane ring system, which is prevalent in natural products and pharmacologically active molecules, thus providing a valuable route for the synthesis of these complex structures.