4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide

Base Information

• Chemical Name: 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide
• CAS No.: 2126744-35-0
• Molecular Formula: C₁₇H₁₇ClN₂O₂
• Molecular Weight: 316.787

Synonyms:

Chemical Property of 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

SW-100 99.92% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Uses: SW-100 HDAC6 Inhibitor is used in methods of treating PACS1 and PACS2 syndromes comprising administering an HDAC6 or SIRT2 inhibitor in relation to restoring Golgi morphology in a cell.

Technology Process of 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide

There total 7 articles about 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide 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: 100.0%

methyl 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)benzoate → 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide (2126744-35-0)

Guidance literature:

With hydroxylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 0.5h;

Reference yield:

4-chloro-aniline (106-47-8) → 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide (2126744-35-0)

Guidance literature:

Multi-step reaction with 5 steps

1: acetone / 1 h / Reflux

2: aluminum (III) chloride / neat (no solvent) / 12 h / 140 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 1.33 h / 0 °C / Reflux

4: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C

5: sodium hydroxide; hydroxylamine / tetrahydrofuran; methanol; water / 0.25 h / 0 °C

With aluminum (III) chloride; lithium aluminium tetrahydride; hydroxylamine; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; 2: |Friedel-Crafts Alkylation;

DOI:10.1021/acschemneuro.8b00600

Reference yield:

3-chloro-N-(4-chlorophenyl)propanamide (19314-16-0) → 4-((6-chloro-3,4-dihydroquinolin-1(2H)-yl)methyl)-N-hydroxybenzamide (2126744-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1: aluminum (III) chloride / neat (no solvent) / 12 h / 140 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.33 h / 0 °C / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C

4: sodium hydroxide; hydroxylamine / tetrahydrofuran; methanol; water / 0.25 h / 0 °C

With aluminum (III) chloride; lithium aluminium tetrahydride; hydroxylamine; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: |Friedel-Crafts Alkylation;

DOI:10.1021/acschemneuro.8b00600

upstream raw materials:

6-chloro-1,2,3,4-tetrahydroquinoline

methyl 4-formylbenzoate

4-chloro-aniline

3-chloro-N-(4-chlorophenyl)propanamide

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