(2E,4Z)-4-(3-METHYL-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE

Base Information

• Chemical Name: (2E,4Z)-4-(3-METHYL-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE
• CAS No.: 108717-10-8
• Molecular Formula: C18H15 N O S
• Molecular Weight: 293.38
• Hs Code.: 2934999090
• Mol file: 108717-10-8.mol

Synonyms:Crotonophenone,4-(3-methyl-2-benzothiazolinylidene)- (6CI)

Chemical Property of (2E,4Z)-4-(3-METHYL-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE

Chemical Property:

• Vapor Pressure: 3.73E-07mmHg at 25°C
• Boiling Point: 416.7°Cat760mmHg
• Flash Point: 205.8°C
• PSA: 50.24000
• Density: 1.262g/cm³
• LogP: 3.74050

Purity/Quality:

97% ^*data from raw suppliers

(2E,4Z)-4-(3-METHY-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E,4Z)-4-(3-METHYL-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE

There total 3 articles about (2E,4Z)-4-(3-METHYL-1,3-BENZOTHIAZOL-2(3H)-YLIDENE)-1-PHENYLBUT-2-EN-1-ONE 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:

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one (13829-77-1) + 2,3-dimethylbenzothiazolium iodide (2785-06-0) → (2E,4Z)-4-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-1-phenylbut-2-en-1-one (108717-10-8)

Guidance literature:

With ethanol; triethylamine; In tetrahydrofuran; at 80 ℃; for 16h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol200655s

Reference yield:

benzoyl chloride (98-88-4) → (2E,4Z)-4-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-1-phenylbut-2-en-1-one (108717-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: ethanol; triethylamine / tetrahydrofuran / 16 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethanol; triethylamine; In tetrahydrofuran; 1: Sonogashira coupling;

DOI:10.1021/ol200655s

Reference yield:

2,3-dimethylbenzothiazolium toluene-4-sulfonate (2654-52-6) → (2E,4Z)-4-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-1-phenylbut-2-en-1-one (108717-10-8)

Guidance literature:

With methanol;

DOI:10.1039/jr9550000949

upstream raw materials:

2,3-dimethylbenzothiazolium toluene-4-sulfonate

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one

2,3-dimethylbenzothiazolium iodide

benzoyl chloride