3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide

Base Information

• Chemical Name: 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide
• CAS No.: 286958-44-9
• Molecular Formula: C₁₅H₁₇NO₆S₂
• Molecular Weight: 371.435
• Mol file: 286958-44-9.mol

Synonyms:3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide

Chemical Property of 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide

There total 2 articles about 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide 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: 58.0%

3,4-dimethoxyaniline (6315-89-5) + 3-(1,3-dioxolan-2-yl)thiophene-2-sulfonyl chloride (103011-38-7) → 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide (286958-44-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0968-0896(00)00026-2

Reference yield:

2-(thiophen-3-yl)-1,3-dioxolane (13250-82-3) → 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide (286958-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / -70 °C

1.2: SO₂ / tetrahydrofuran; hexane / 1 h / 20 °C

1.3: N-chlorosuccinimide / CH₂Cl₂ / 18 h

2.1: 58 percent / Et₃N / CH₂Cl₂ / 20 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Substitution / 1.3: Chlorination / 2.1: Substitution;

DOI:10.1016/S0968-0896(00)00026-2

Reference yield: 99.0%

ethyl bromoacetate (105-36-2) + 3-(1,3-dioxolan-2-yl)-N-(3,4-dimethoxyphenyl)-2-thiophenesulfonamide (286958-44-9) → N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-(3,4-dimethoxyphenyl)-glycine ethyl ester (286958-57-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; tert-butyl alcohol; at 0 - 5 ℃;

DOI:10.1016/S0968-0896(00)00026-2

upstream raw materials:

3,4-dimethoxyaniline

3-(1,3-dioxolan-2-yl)thiophene-2-sulfonyl chloride

2-(thiophen-3-yl)-1,3-dioxolane

Downstream raw materials:

N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-(3,4-dimethoxyphenyl)-glycine ethyl ester

[2-(3,4-dimethoxy-phenyl)-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[3,2-e][1,2]thiazin-3-yl]-methanol

2-(3,4-dimethoxy-phenyl)-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[3,2-e][1,2]thiazine-3-carboxylic acid ethyl ester

2-(3,4-dimethoxy-phenyl)-3-hydroxymethyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[3,2-e][1,2]thiazine-6-sulfonic acid amide