5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

Base Information

Chemical Name:5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione
CAS No.:1245699-67-5
Molecular Formula:C₂₀H₂₁NO₄S
Molecular Weight:371.457
Hs Code.:

Synonyms:5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

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Chemical Property of 5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

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Technology Process of 5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

There total 4 articles about 5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione 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: 76.0%

: 5-[[4-[2-(4-ethylphenyl)-2-oxoethoxy]phenyl]methylene]-2,4-thiazolidinedione

: 1245699-67-5
5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

Guidance literature:: With [2,2]bipyridinyl; sodium tetrahydroborate; cobalt(II) chloride hexahydrate; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 20 ℃; for 18.5h;
DOI:10.1016/j.bmc.2018.10.033

Reference yield:

: 937-30-4
4-ethylacetophenone

: 1245699-67-5
5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid; N-Bromosuccinimide / acetonitrile / 2 h / Reflux; Inert atmosphere

2: potassium carbonate / acetone / 20 °C

3: piperidine / ethanol / 12 h / Reflux; Inert atmosphere

4: sodium hydroxide; sodium tetrahydroborate; [2,2]bipyridinyl; cobalt(II) chloride hexahydrate / tetrahydrofuran; water; N,N-dimethyl-formamide / 18.5 h / 20 °C

With piperidine; [2,2]bipyridinyl; sodium tetrahydroborate; N-Bromosuccinimide; cobalt(II) chloride hexahydrate; potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone; acetonitrile; 3: |Knoevenagel Condensation;
DOI:10.1016/j.bmc.2018.10.033

Reference yield:

: 2632-14-6
4-ethylphenacyl bromide

: 1245699-67-5
5-[[4-[2-(4-ethylphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 20 °C

2: piperidine / ethanol / 12 h / Reflux; Inert atmosphere

3: sodium hydroxide; sodium tetrahydroborate; [2,2]bipyridinyl; cobalt(II) chloride hexahydrate / tetrahydrofuran; water; N,N-dimethyl-formamide / 18.5 h / 20 °C

With piperidine; [2,2]bipyridinyl; sodium tetrahydroborate; cobalt(II) chloride hexahydrate; potassium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone; 2: |Knoevenagel Condensation;
DOI:10.1016/j.bmc.2018.10.033