4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide

Base Information

• Chemical Name: 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide
• CAS No.: 86543-23-9
• Molecular Formula: C₂₀H₂₉N₃O₃S
• Molecular Weight: 391.535
• Mol file: 86543-23-9.mol

Synonyms:4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide

Chemical Property of 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide

There total 5 articles about 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide 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: 55.0%

1-piperidin-4-yl-pentan-1-ol (24152-50-9) + 2-isothiocyanato-4,5-dimethoxybenzonitrile (43091-89-0) → 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide (86543-23-9)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1021/jm00364a014

Reference yield:

1-benzylpiperidine-4-carbonitrile (62718-31-4) → 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide (86543-23-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / a) reflux, 3 h, b) RT, overnight

2: 1 N aq. HCl, H₂ / 10percent Pd/C / methanol / 760 Torr / Ambient temperature

3: sodium borohydride / methanol / 2 h / Ambient temperature

4: 55 percent / dimethylformamide / 0 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00364a014

Reference yield:

1-benzyl-piperidine-4-carboxylic acid amide (62992-68-1) → 4-(1-Hydroxy-pentyl)-piperidine-1-carbothioic acid (2-cyano-4,5-dimethoxy-phenyl)-amide (86543-23-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / thionyl chloride / 3 h / Heating

2: tetrahydrofuran / a) reflux, 3 h, b) RT, overnight

3: 1 N aq. HCl, H₂ / 10percent Pd/C / methanol / 760 Torr / Ambient temperature

4: sodium borohydride / methanol / 2 h / Ambient temperature

5: 55 percent / dimethylformamide / 0 °C

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00364a014

upstream raw materials:

1-piperidin-4-yl-pentan-1-ol

2-isothiocyanato-4,5-dimethoxybenzonitrile

1-benzylpiperidine-4-carbonitrile

1-benzyl-piperidine-4-carboxylic acid amide

Downstream raw materials:

N-(2-Cyano-4,5-dimethoxy-phenyl)-4-(1-hydroxy-pentyl)-piperidine-1-carboximidothioic acid methyl ester