(E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile

Base Information

• Chemical Name: (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile
• CAS No.: 1363533-12-3
• Molecular Formula: C₁₆H₉FN₂S
• Molecular Weight: 280.325
• Mol file: 1363533-12-3.mol

Synonyms:(E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile

Chemical Property of (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile

There total 2 articles about (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile 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: 79.6%

2-cyanomethylbenzothiazole (56278-50-3) + 4-fluorobenzaldehyde (459-57-4) → (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile (1363533-12-3)

Guidance literature:

With piperidine; In ethanol; at 80 ℃;

DOI:10.1016/j.bmc.2017.03.053

Reference yield:

2-amino-benzenethiol (137-07-5) → (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile (1363533-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 2 h / 50 °C

2: piperidine / ethanol / 80 °C

With piperidine; acetic acid; In ethanol; 2: |Knoevenagel Condensation;

DOI:10.1016/j.bmc.2017.03.053

Reference yield:

2-chloro-3-phenyl-propionaldehyde (19261-37-1) + (E)-2-(1,3-benzothiazol-2-yl)-3-(4-fluoroiphenyl)acrylonitrile (1363533-12-3) → 2-benzyl-3-(4-fluorophenyl)-1-oxo-2,3-dihydro-1H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carbonitrile + (2R,3R)-2-benzyl-3-(4-fluorophenyl)-1-oxo-2,3-dihydro-1H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carbonitrile

Guidance literature:

With BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile; at 20 ℃; for 16h; Overall yield = 97 %; Overall yield = 201.3 mg; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0034-1379369

upstream raw materials:

2-cyanomethylbenzothiazole

4-fluorobenzaldehyde

2-amino-benzenethiol