3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

Base Information

Chemical Name:3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid
CAS No.:606932-68-7
Molecular Formula:C₂₇H₂₃NO₇S
Molecular Weight:505.548
Hs Code.:

Synonyms:3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

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Chemical Property of 3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

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Technology Process of 3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

There total 10 articles about 3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid 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: 73.0%

: 606932-81-4
methyl (E)-3-(3,5-dimethoxyphenyl)-2-(4-(4-((2,4-dioxothiazolidin-5-yl)methyl)phenoxy)phenyl)acrylate

: 606932-68-7
3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

Guidance literature:: With sodium hydroxide; In methanol; at 25 ℃; for 15h;
DOI:10.1016/S0968-0896(03)00393-6

Reference yield:

: 156-38-7
4-hydroxyphenylacetate

: 606932-68-7
3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 47 percent / acetic anhydride; triethylamine / 6 h / 130 - 140 °C

2: 97 percent / sulfuric acid / 20 h / Heating

3: 77 percent / sodium hydride / dimethylformamide / 18 h / 80 °C

4: 86 percent / benzoic acid; piperidine / toluene / 5 h / Heating

5: 64 percent / ammonium formate / Pt/C / acetic acid / 15 h / 124 °C

6: 73 percent / aqueous sodium hydroxide / methanol / 15 h / 25 °C

With piperidine; sodium hydroxide; sulfuric acid; ammonium formate; acetic anhydride; sodium hydride; triethylamine; benzoic acid; platinum on activated charcoal; In methanol; acetic acid; N,N-dimethyl-formamide; toluene; 1: Perkin condensation / 4: Knoevenagel condensation;
DOI:10.1016/S0968-0896(03)00393-6

Reference yield:

: 116518-98-0
E-3-(3,5-dimethoxy-phenyl)-2-(4-hydroxy-phenyl)-acrylic Acid

: 606932-68-7
3-(3,5-dimethoxyphenyl)-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / sulfuric acid / 20 h / Heating

2: 77 percent / sodium hydride / dimethylformamide / 18 h / 80 °C

3: 86 percent / benzoic acid; piperidine / toluene / 5 h / Heating

4: 64 percent / ammonium formate / Pt/C / acetic acid / 15 h / 124 °C

5: 73 percent / aqueous sodium hydroxide / methanol / 15 h / 25 °C

With piperidine; sodium hydroxide; sulfuric acid; ammonium formate; sodium hydride; benzoic acid; platinum on activated charcoal; In methanol; acetic acid; N,N-dimethyl-formamide; toluene; 3: Knoevenagel condensation;
DOI:10.1016/S0968-0896(03)00393-6