1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• CAS No.: 1378026-82-4
• Molecular Formula: C₂₆H₂₄FN₅O₄S₂
• Molecular Weight: 553.638
• Mol file: 1378026-82-4.mol

Synonyms:1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

Chemical Property of 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

There total 4 articles about 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid 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: 62.0%

C10H7ClN2OS2 (1378026-80-2) + 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) → 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid (1378026-82-4)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1007/s00044-012-0074-2

Reference yield:

α-bromoacetophenone (70-11-1) → 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid (1378026-82-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / water; ethanol / 4 h / 20 °C

2: sodium nitrite; hydrogenchloride; copper / water / 1 h / 0 - 75 °C

3: sodium hydrogencarbonate / N,N-dimethyl-formamide / 120 °C

With hydrogenchloride; copper; sodium hydrogencarbonate; potassium hydroxide; sodium nitrite; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1007/s00044-012-0074-2

Reference yield:

2-((5-amino-1,3,4-thiadiazol-2-yl)thio)-1-phenylethanone (300726-25-4) → 1-ethyl-6-fluoro-1,4-dihydro-7-[4-{5-(2-oxo-2-phenylethylthio)-1,3,4-thiadiazol-2-yl}piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid (1378026-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; hydrogenchloride; copper / water / 1 h / 0 - 75 °C

2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 120 °C

With hydrogenchloride; copper; sodium hydrogencarbonate; sodium nitrite; In water; N,N-dimethyl-formamide;

DOI:10.1007/s00044-012-0074-2

upstream raw materials:

α-bromoacetophenone

2-((5-amino-1,3,4-thiadiazol-2-yl)thio)-1-phenylethanone

C₁₀H₇ClN₂OS₂

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid