(Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide

Base Information

• Chemical Name: (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide
• CAS No.: 1233979-75-3
• Molecular Formula: C₁₆H₁₅BrN₂O₄S
• Molecular Weight: 411.276
• Mol file: 1233979-75-3.mol

Synonyms:(Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide

Chemical Property of (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide

There total 5 articles about (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide 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: 45.0%

2-bromo-1-(6-bromobenzo[d][1,3]-dioxol-5-yl)ethan-1-one (501357-62-6) + toluene-4-sulfonic acid hydrazide (1576-35-8) → (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide (1233979-75-3)

Guidance literature:

2-bromo-1-(6-bromobenzo[d][1,3]-dioxol-5-yl)ethan-1-one; toluene-4-sulfonic acid hydrazide; With ethanol; acetyl chloride; Inert atmosphere;

With sodium tetrahydroborate; In water; acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201300917

Reference yield:

C16H14Br2N2O4S → (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide (1233979-75-3)

Guidance literature:

With sodium tetrahydroborate; In water; acetonitrile; at 20 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.024

Reference yield:

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → (Z)-N'-[1-(6-bromobenzo[d][1,3]dioxol-5-yl)ethylidene]-4-methylbenzenesulfonohydrazide (1233979-75-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran; diethyl ether / -5 - 20 °C / Inert atmosphere

2.1: dipyridinium dichromate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3.1: copper(ll) bromide / ethyl acetate; chloroform / Inert atmosphere; Reflux

4.1: acetyl chloride; ethanol / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

With dipyridinium dichromate; ethanol; acetyl chloride; copper(ll) bromide; In tetrahydrofuran; diethyl ether; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/anie.201300917

upstream raw materials:

6-bromo-3,4-methylenedioxybenzaldehyde

1-(2′-bromo-4′,5′-methylenedioxyphenyl)ethan-1-ol

1-(2′-bromo-4′,5′-methylenedioxyphenyl)ethan-1-one

2-bromo-1-(6-bromobenzo[d][1,3]-dioxol-5-yl)ethan-1-one

Downstream raw materials:

3-methyl-1-(p-tolylsulfonyl)-[1,3]dioxolo[4,5-f]indazole