Benzenemethanamine, 4-chloro-a-[[3-(4-methylphenyl)-5-isothiazolyl]methylene]-, (Z)-

Base Information

• Chemical Name: Benzenemethanamine, 4-chloro-a-[[3-(4-methylphenyl)-5-isothiazolyl]methylene]-, (Z)-
• CAS No.: 95514-29-7
• Molecular Formula: C18H15ClN2S
• Molecular Weight: 326.849
• Mol file: 95514-29-7.mol

Synonyms:

Chemical Property of Benzenemethanamine, 4-chloro-a-[[3-(4-methylphenyl)-5-isothiazolyl]methylene]-, (Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanamine, 4-chloro-a-[[3-(4-methylphenyl)-5-isothiazolyl]methylene]-, (Z)-

There total 7 articles about Benzenemethanamine, 4-chloro-a-[[3-(4-methylphenyl)-5-isothiazolyl]methylene]-, (Z)- 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-(p-chlorophenyl)-5-methylisoxazole-4-carboxylic acid (91182-87-5) → (Z)-1-(4-Chloro-phenyl)-2-(3-p-tolyl-isothiazol-5-yl)-vinylamine (95514-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / sodium hydroxide, hydrogen / Raney nickel (W₂) / H₂O / Ambient temperature

2: 1.) sodium hydrogen carbonate, phosphorus pentasulfide; 2.) chloranil / 1.) THF, room t.

3: lithium diisopropylamide / tetrahydrofuran / -78 degC, 3 h, 15 h, room t.

With diphosphorus pentasulfide; sodium hydroxide; hydrogen; chloranil; sodium hydrogencarbonate; lithium diisopropyl amide; Raney Nickel (W₂); In tetrahydrofuran; water;

DOI:10.1021/ja00295a026

Reference yield:

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate (68870-58-6) → (Z)-1-(4-Chloro-phenyl)-2-(3-p-tolyl-isothiazol-5-yl)-vinylamine (95514-29-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / potassium hydroxide / ethanol; H₂O / 10 h / Heating

2: 51 percent / sodium hydroxide, hydrogen / Raney nickel (W₂) / H₂O / Ambient temperature

3: 1.) sodium hydrogen carbonate, phosphorus pentasulfide; 2.) chloranil / 1.) THF, room t.

4: lithium diisopropylamide / tetrahydrofuran / -78 degC, 3 h, 15 h, room t.

With diphosphorus pentasulfide; potassium hydroxide; sodium hydroxide; hydrogen; chloranil; sodium hydrogencarbonate; lithium diisopropyl amide; Raney Nickel (W₂); In tetrahydrofuran; ethanol; water;

DOI:10.1021/ja00295a026

Reference yield:

4-chlorobenzaldoxime (3848-36-0) → (Z)-1-(4-Chloro-phenyl)-2-(3-p-tolyl-isothiazol-5-yl)-vinylamine (95514-29-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) N-bromosuccinimide / 1.) DMF, 10-15 degC, 2 h; 2.) 4 h, 0 degC, 15 h, room t.

2: 75 percent / potassium hydroxide / ethanol; H₂O / 10 h / Heating

3: 51 percent / sodium hydroxide, hydrogen / Raney nickel (W₂) / H₂O / Ambient temperature

4: 1.) sodium hydrogen carbonate, phosphorus pentasulfide; 2.) chloranil / 1.) THF, room t.

5: lithium diisopropylamide / tetrahydrofuran / -78 degC, 3 h, 15 h, room t.

With diphosphorus pentasulfide; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; hydrogen; chloranil; sodium hydrogencarbonate; lithium diisopropyl amide; Raney Nickel (W₂); In tetrahydrofuran; ethanol; water;

DOI:10.1021/ja00295a026

upstream raw materials:

3-(p-chlorophenyl)-5-(2-amino-2-p-tolylvinyl)isothiazole

3-(p-chlorophenyl)-5-methylisothiazole

para-methylbenzonitrile

3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylic acid

Downstream raw materials:

3-(p-chlorophenyl)-5-(2-amino-2-p-tolylvinyl)isothiazole