5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine
• CAS No.: 1355162-32-1
• Molecular Formula: C₂₀H₁₅ClN₄OS₂
• Molecular Weight: 426.95
• Mol file: 1355162-32-1.mol

Synonyms:5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine

Chemical Property of 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine

There total 4 articles about 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine 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: 73.0%

5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-1,3,4-thiadiazol-2-amine (1003810-64-7) + 4-methoxy-benzaldehyde (123-11-5) → 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine (1355162-32-1)

Guidance literature:

5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-1,3,4-thiadiazol-2-amine; 4-methoxy-benzaldehyde; With acetic acid; Reflux;

With sodium hydrogencarbonate; pH=7;

DOI:10.1111/j.1747-0285.2011.01255.x

Reference yield:

2-chloro-3-(chloropmethyl)quinoline (90097-52-2) → 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine (1355162-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / water / 0 °C

2.1: acetic acid / Reflux

2.2: pH 7

With acetic acid; potassium hydroxide; In water;

DOI:10.1111/j.1747-0285.2011.01255.x

Reference yield:

2-chloro-3-quinoline carboxaldehyde (73568-25-9) → 5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-[-(4-methoxyphenyl)methylidene]-1,3,4-thiadiazol-2-amine (1355162-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

2.1: thionyl chloride / benzene / 4 h / Reflux

3.1: potassium hydroxide / water / 0 °C

4.1: acetic acid / Reflux

4.2: pH 7

With sodium tetrahydroborate; thionyl chloride; acetic acid; potassium hydroxide; In methanol; water; benzene;

DOI:10.1111/j.1747-0285.2011.01255.x

upstream raw materials:

5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-1,3,4-thiadiazol-2-amine

4-methoxy-benzaldehyde

2-chloro-3-quinoline carboxaldehyde

2-chloro-3-(hydroxymethyl)quinoline

Downstream raw materials:

5-([(2-chloroquinolin-3-yl)methyl]sulfanyl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine