5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

Base Information

Chemical Name:5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione
CAS No.:125549-29-3
Molecular Formula:C₂₃H₂₁N₃O₄S
Molecular Weight:435.503
Hs Code.:

Synonyms:5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

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Chemical Property of 5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

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Technology Process of 5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

There total 8 articles about 5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione 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:

: 81172-89-6
terephthalaldehyde mono(diethylacetal)

: 125549-29-3
5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / diethyl ether / -75 °C

2: 60 percent / manganese dioxide / toluene / 18 h / Heating

3: 1.) sodium hydride / 1.) ether, RT, 25 min, 2.) ether, ethanol, reflux, 6 h

4: 1.) sodium hydride / 1.) THF, RT, 0.5 h, 2.) THF, reflux, 48 h

5: conc. HCl / acetic acid / 5 h / Heating

6: 71 percent / piperidine / ethanol / 24 h / Heating

7: 81 percent / H₂ / Pd/C / tetrahydrofuran / 24 h / 2585.7 Torr / Ambient temperature

8: NH₂OH*HCl, pyridine / ethanol

With piperidine; pyridine; hydrogenchloride; manganese(IV) oxide; hydroxylamine hydrochloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; acetic acid; toluene;
DOI:10.1021/jm00088a022

Reference yield:

: 125532-06-1
4-(diethoxymethyl)acetophenone

: 125549-29-3
5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) sodium hydride / 1.) ether, RT, 25 min, 2.) ether, ethanol, reflux, 6 h

2: 1.) sodium hydride / 1.) THF, RT, 0.5 h, 2.) THF, reflux, 48 h

3: conc. HCl / acetic acid / 5 h / Heating

4: 71 percent / piperidine / ethanol / 24 h / Heating

5: 81 percent / H₂ / Pd/C / tetrahydrofuran / 24 h / 2585.7 Torr / Ambient temperature

6: NH₂OH*HCl, pyridine / ethanol

With piperidine; pyridine; hydrogenchloride; hydroxylamine hydrochloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid;
DOI:10.1021/jm00088a022

Reference yield:

: 125532-05-0
1-<4-(diethoxymethyl)phenyl>ethanol

: 125549-29-3
5-{4-[1-[(Z)-Hydroxyimino]-3-(5-methyl-2-phenyl-oxazol-4-yl)-propyl]-benzyl}-thiazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / manganese dioxide / toluene / 18 h / Heating

2: 1.) sodium hydride / 1.) ether, RT, 25 min, 2.) ether, ethanol, reflux, 6 h

3: 1.) sodium hydride / 1.) THF, RT, 0.5 h, 2.) THF, reflux, 48 h

4: conc. HCl / acetic acid / 5 h / Heating

5: 71 percent / piperidine / ethanol / 24 h / Heating

6: 81 percent / H₂ / Pd/C / tetrahydrofuran / 24 h / 2585.7 Torr / Ambient temperature

7: NH₂OH*HCl, pyridine / ethanol

With piperidine; pyridine; hydrogenchloride; manganese(IV) oxide; hydroxylamine hydrochloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid; toluene;
DOI:10.1021/jm00088a022