N-Cyano-N-phenyl-p-toluenesulfonaMide

Base Information

• Chemical Name: N-Cyano-N-phenyl-p-toluenesulfonaMide
• CAS No.: 55305-43-6
• Molecular Formula: C14H12N2O2S
• Molecular Weight: 272.327
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID10403583
• Nikkaji Number: J2.927.179H
• Wikidata: Q82207284
• Mol file: 55305-43-6.mol

Synonyms:N-Cyano-N-phenyl-p-toluenesulfonaMide;N-Cyano-N-phenyl-p-toluenesulphonamide

Chemical Property of N-Cyano-N-phenyl-p-toluenesulfonaMide

Chemical Property:

• Melting Point: 85-87 °C
• Boiling Point: 418.4±38.0 °C(Predicted)
• PKA: -8.96±0.50(Predicted)
• PSA: 69.55000
• Density: 1.317±0.06 g/cm3(Predicted)
• LogP: 3.75218
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.06194880
• Heavy Atom Count: 19
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

N-Cyano-N-phenyl-p-toluenesulfonamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(C#N)C2=CC=CC=C2
• Uses: N-Cyano-N-phenyl-p-toluenesulfonamide is a useful research reactant for the synthesis of synthesis of 1,?2,?4-?triazol-?3-?imines through stepwise cycloaddition.

Technology Process of N-Cyano-N-phenyl-p-toluenesulfonaMide

There total 8 articles about N-Cyano-N-phenyl-p-toluenesulfonaMide 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: 83.0%

phenyl carbamate (64-10-8) + p-toluenesulfonyl chloride (98-59-9) → N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6)

Guidance literature:

With pyridine; at 25 ℃; for 0.383333h;

DOI:10.1021/acs.orglett.1c02270

Reference yield: 71.0%

phenyl carbamate (64-10-8) + benzenesulfonyl chloride (98-09-9) → N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6)

Guidance literature:

With pyridine; at 20 ℃; for 0.383333h; Schlenk technique;

DOI:10.1021/ja405742y

Reference yield: 40.0%

phenyl carbamate (64-10-8) + toluene-4-sulfonic acid (104-15-4) → N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6)

Guidance literature:

With pyridine; at 20 ℃; for 0.25h;

upstream raw materials:

phenyl carbamate

p-toluenesulfonyl chloride

1-phenylcyanamide

monophenylthiourea

Downstream raw materials:

N-acetyl-N-phenyl-p-toluenesulfonamide

phenyl toluenesulfonamide

bis(diphenyl)urea

toluene-4-sulfonamide

Refernces

• 1、 Li, Hengxu,Chen, Jiachang,Dong, Jueqi,Kong, Wangqing. "Ni-Catalyzed Reductive Arylcyanation of Alkenes". supporting information. p. 6466 - 6470. Retrieved 2021/08/23.
• 2、 Wang, Chuan-Chuan,Qu, Ya-Li,Liu, Xue-Hua,Ma, Zhi-Wei,Yang, Bo,Liu, Zhi-Jing,Chen, Xiao-Pei,Chen, Ya-Jing. "Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides". . p. 3546 - 3554. Retrieved 2021/02/16.