5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

Base Information

• Chemical Name: 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine
• CAS No.: 1401349-69-6
• Molecular Formula: C₁₈H₁₆N₄OS
• Molecular Weight: 336.417
• Mol file: 1401349-69-6.mol

Synonyms:5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

Chemical Property of 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

There total 2 articles about 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-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: 70.5%

3-chloro-5-(1H-indol-5-yl)-1,2,4-thiadiazole (1401349-68-5) + 4-methoxy-benzylamine (2393-23-9) → 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine (1401349-69-6)

Guidance literature:

In dimethyl sulfoxide; at 110 ℃; for 12h;

Reference yield:

5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (269410-24-4) → 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine (1401349-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 6 h / 85 °C / Inert atmosphere

2: dimethyl sulfoxide / 12 h / 110 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; dimethyl sulfoxide;

Reference yield: 87.0%

5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine (1401349-69-6) → 5-(3-iodo-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine (1401349-70-9)

Guidance literature:

With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

upstream raw materials:

3-chloro-5-(1H-indol-5-yl)-1,2,4-thiadiazole

4-methoxy-benzylamine

5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

Downstream raw materials:

5-(3-iodo-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

5-(3-iodo-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

5-(3-(6-isopropoxypyridin-2-yl)-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,2,4-thiadiazol-3-amine

5-(3-(6-isopropoxypyridin-2-yl)-1-tosyl-1H-indol-5-yl)-1,2,4-thiadiazol-3-amine