9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride

Base Information

• Chemical Name: 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride
• CAS No.: 1151832-63-1
• Molecular Formula: C₂₃H₂₃N₃O₂S*ClH
• Molecular Weight: 441.981
• Mol file: 1151832-63-1.mol

Synonyms:9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride

Chemical Property of 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride

There total 4 articles about 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride 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: 92.0%

4-phenyl-1-piperazine (92-54-6) + 5-oxo-2,4,5,6-tetrahydro-1H-thiopyrano[3,4-c]quinoline-9-carboxylic acid (1151832-35-7) → 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride (1151832-63-1)

Guidance literature:

4-phenyl-1-piperazine; 5-oxo-2,4,5,6-tetrahydro-1H-thiopyrano[3,4-c]quinoline-9-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

With hydrogenchloride; In 1,4-dioxane; water; at 0 ℃;

DOI:10.1007/s00044-011-9673-6

Reference yield:

ethyl 5-oxo-2,4,5,6-tetrahydro-1H-thiopyrano[3,4-c]quinoline-9-carboxylate (1151832-34-6) → 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride (1151832-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; methanol / water / 5 h / 50 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

2.2: 0 °C

With methanol; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.1007/s00044-011-9673-6

Reference yield:

ethyl 4-(4-oxotetrahydro-2H-thiopyran-3-carboxamido)benzoate (1151833-59-8) → 9-(4-phenylpiperazine-1-carbonyl)-4,6-dihydro-1H-thiopyrano[3,4-c]quinolin-5(2H)-one hydrochloride (1151832-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / water / 24 h / 20 °C

2.1: sodium hydroxide; methanol / water / 5 h / 50 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

3.2: 0 °C

With methanol; sulfuric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.1007/s00044-011-9673-6

upstream raw materials:

4-phenyl-1-piperazine

5-oxo-2,4,5,6-tetrahydro-1H-thiopyrano[3,4-c]quinoline-9-carboxylic acid

ethyl 4-(4-oxotetrahydro-2H-thiopyran-3-carboxamido)benzoate

ethyl 5-oxo-2,4,5,6-tetrahydro-1H-thiopyrano[3,4-c]quinoline-9-carboxylate