1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine

Base Information

• Chemical Name: 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine
• CAS No.: 32117-52-5
• Molecular Formula: C₁₆H₁₈N₂O₃S
• Molecular Weight: 318.397
• Mol file: 32117-52-5.mol

Synonyms:1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine

Chemical Property of 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine

There total 3 articles about 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine 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: 98.0%

toluene-4-sulfonic acid hydrazide (1576-35-8) + 1-(4-methoxyphenyl)ethanone (100-06-1) → 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine (32117-52-5)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 3h;

DOI:10.1021/jo0006775

Reference yield:

4'-methoxyacetophenone (p-tolylsulfonyl)hydrazine (122948-69-0) → 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine (32117-52-5) + 1-<α-(p-tolylsulfonyl)ethyl>-4-methoxybenzene (122948-71-4)

Guidance literature:

With 4-methyl-morpholine; N-iodo-succinimide; In chloroform; at -50 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/jo00283a047

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine (32117-52-5)

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

upstream raw materials:

toluene-4-sulfonic acid hydrazide

1-(4-methoxyphenyl)ethanone

4'-methoxyacetophenone (p-tolylsulfonyl)hydrazine

p-toluenesulfonyl chloride

Downstream raw materials:

1-<α-(p-tolylsulfonyl)ethyl>-4-methoxybenzene

N-benzyl-2-(4-methoxyphenyl)propanamide

C₁₈H₁₈F₃NO₂

1-(4-methoxyphenyl)ethanamine

Refernces

• 1、 Cai, Zhongliang,Yao, Zhi,Jiang, Liqin. "Pd-Catalyzed Coupling of Thioamides with N-Tosylhydrazones/Trapping by Esters Cascade Reaction". supporting information. p. 311 - 316. Retrieved 2021/01/26.
• 2、 Sinai, ádám,Simkó, Dániel Cs.,Szabó, Fruzsina,Paczal, Attila,Gáti, Tamás,Bényei, Attila,Novák, Zoltán,Kotschy, András. "Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application". supporting information. p. 1122 - 1128. Retrieved 2020/03/03.