Technology Process of [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-methylphenyl]acetaldehyde
There total 7 articles about [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-methylphenyl]acetaldehyde 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:
- Guidance literature:
-
5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-3-{2-methyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazole;
With
chloro-trimethyl-silane; sodium iodide;
In
acetonitrile;
at 20 ℃;
for 1h;
Inert atmosphere;
With
water;
In
acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere
1.2: 2 h
2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere
3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 1.5 h / 90 °C / Inert atmosphere
4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation; Sealed vessel
5.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 1 h / 20 °C / Inert atmosphere
With
potassium phosphate; n-butyllithium; chloro-trimethyl-silane; potassium acetate; sodium iodide;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
2.2: Wittig Reaction / 4.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere
2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 1.5 h / 90 °C / Inert atmosphere
3: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation; Sealed vessel
4: chloro-trimethyl-silane; sodium iodide / acetonitrile / 1 h / 20 °C / Inert atmosphere
With
potassium phosphate; n-butyllithium; chloro-trimethyl-silane; potassium acetate; sodium iodide;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
1: Wittig Reaction / 3: Suzuki Coupling;