N-[(E)-butan-2-ylideneamino]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[(E)-butan-2-ylideneamino]-4-methylbenzenesulfonamide
• CAS No.: 4031-16-7
• Molecular Formula: C11H16 N2 O2 S
• Molecular Weight: 240.326
• NSC Number: 405835
• DSSTox Substance ID: DTXSID30430437
• Mol file: 4031-16-7.mol

Synonyms:NSC405835;4031-16-7;DTXSID30430437;AKOS003862695;NSC-405835

Chemical Property of N-[(E)-butan-2-ylideneamino]-4-methylbenzenesulfonamide

Chemical Property:

• Boiling Point: 363.5°Cat760mmHg
• Flash Point: 173.7°C
• Density: 1.15g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 240.09324893
• Heavy Atom Count: 16
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=NNS(=O)(=O)C1=CC=C(C=C1)C)C
• Isomeric SMILES: CC/C(=N/NS(=O)(=O)C1=CC=C(C=C1)C)/C

Technology Process of N-[(E)-butan-2-ylideneamino]-4-methylbenzenesulfonamide

There total 3 articles about N-[(E)-butan-2-ylideneamino]-4-methylbenzenesulfonamide 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: 96.0%

toluene-4-sulfonic acid hydrazide (1576-35-8) + butanone (78-93-3) → N'-2-butanylidene-4-methylbenzenesulfonohydrazine (4031-16-7)

Guidance literature:

In hexane; at 20 - 50 ℃; Inert atmosphere;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N'-2-butanylidene-4-methylbenzenesulfonohydrazine (4031-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / water; tetrahydrofuran / 0.5 h / 0 °C

2: methanol / Reflux

With hydrazine hydrate; In tetrahydrofuran; methanol; water;

DOI:10.1039/c5cc07833d

Reference yield:

→ N'-2-butanylidene-4-methylbenzenesulfonohydrazine (4031-16-7)

Guidance literature:

DOI:10.1021/ja01488a032

upstream raw materials:

toluene-4-sulfonic acid hydrazide

butanone

p-toluenesulfonyl chloride

Downstream raw materials:

5-Hydroxy-3-heptanon-tosylhydrazon

C₁₃H₂₃N₂O₅PS

Z-2-(4-methoxyphenyl)-2-butene

4-(but-1-en-2-yl)anisole

Refernces

• 1、 McAusland, Donald,Seo, Sangwon,Pintori, Didier G.,Finlayson, Jonathan,Greaney, Michael F.. "The benzyne Fischer-indole reaction". supporting information; experimental part. p. 3667 - 3669. Retrieved 2011/09/16.
• 2、 Wu, Pei-Lin,Peng, Shao-Yu,Magrath, Joe. "Tosylhydrazines by the Reduction of Tosylhydrazones with Triethylsilane in Trifluoroacetic Acid". . p. 249 - 252. Retrieved 2007/10/03.