5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione

Base Information

• Chemical Name: 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione
• CAS No.: 156139-71-8
• Molecular Formula: C₂₂H₁₄N₆S₂
• Molecular Weight: 426.525
• Mol file: 156139-71-8.mol

Synonyms:5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione

Chemical Property of 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione

There total 6 articles about 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione 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: 69.0%

benzene diazonium chloride (100-34-5) + 5-(1-cyanomethyl-2,2-dicyanovinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione (156139-70-7) → 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione (156139-71-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at -5 ℃; for 3h;

Reference yield:

phenyl isothiocyanate (103-72-0) → 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione (156139-71-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / Et₃N, sulfur / dimethylformamide / 3 h / Heating

2: 74 percent / Br₂, glacial acetic acid / Ambient temperature

3: 70 percent / piperidine / dimethylformamide / a) 5 h, b) 25 deg C, overnight

4: 70 percent / ethanol; H₂O / 0.17 h / 50 °C

5: 69 percent / 10percent NaOH / ethanol; H₂O / 3 h / -5 °C

With piperidine; sodium hydroxide; bromine; sulfur; acetic acid; triethylamine; In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

1-(2,3-dihydro-4-methyl-3-phenyl-2-thioxothiazol-5-yl)-1-ethanone (156139-61-6) → 5-(2,2-dicyano-1-(cyano-(phenylhydrazino)methyl)vinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione (156139-71-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / Br₂, glacial acetic acid / Ambient temperature

2: 70 percent / piperidine / dimethylformamide / a) 5 h, b) 25 deg C, overnight

3: 70 percent / ethanol; H₂O / 0.17 h / 50 °C

4: 69 percent / 10percent NaOH / ethanol; H₂O / 3 h / -5 °C

With piperidine; sodium hydroxide; bromine; acetic acid; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

benzene diazonium chloride

5-(1-cyanomethyl-2,2-dicyanovinyl)-4-methyl-3-phenylthiazole-2-(3H)-thione

phenyl isothiocyanate

1-(2,3-dihydro-4-methyl-3-phenyl-2-thioxothiazol-5-yl)-1-ethanone