2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine

Base Information

• Chemical Name: 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine
• CAS No.: 1056562-54-9
• Molecular Formula: C₁₆H₁₈N₄OS
• Molecular Weight: 314.411
• Mol file: 1056562-54-9.mol

Synonyms:2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine

Chemical Property of 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine

Chemical Property:

Purity/Quality:

95%+ ^*data from raw suppliers

2-(3-(Morpholinomethyl)imidazo[2,1-b]thiazol-6-yl)aniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine

There total 7 articles about 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine 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:

morpholine (110-91-8,99108-56-2) + C13H11N3O5S2 (1093403-37-2) → 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine (1056562-54-9)

Guidance literature:

morpholine; C₁₃H₁₁N₃O₅S₂; With triethylamine; In acetonitrile; at 20 ℃; for 18h;

With sodium hydrogensulfide; In methanol; water; for 6h; Heating / reflux;

Reference yield:

(6-(2-nitrophenyl)imidazo[2,1-b]thiazol-3-yl)methanol (925437-85-0) → 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine (1056562-54-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine

2: triethylamine; sodium iodide

3: palladium on activated charcoal; hydrogen

With palladium on activated charcoal; hydrogen; triethylamine; sodium iodide;

DOI:10.2174/15701808113100990021

Reference yield:

6-(2-nitrophenyl)-imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (925437-84-9) → 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine (1056562-54-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide; water / tetrahydrofuran / 18 h / 20 °C

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 3 h / 0 °C

2.2: 0.75 h / 0 °C

3.1: triethylamine / dichloromethane / 0.25 h / 20 °C

4.1: triethylamine / acetonitrile / 18 h / 20 °C

4.2: 6 h / Heating / reflux

With 4-methyl-morpholine; sodium hydroxide; water; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; acetonitrile;

upstream raw materials:

morpholine

C₁₃H₁₁N₃O₅S₂

3-chloromethyl-6-(2-nitro-phenyl)-imidazo[2,1-b]thiazole

(6-(2-nitrophenyl)imidazo[2,1-b]thiazol-3-yl)methanol

Downstream raw materials:

SRT₂₁₀₄

Refernces

• 1、 -. "SIRTUIN MODULATING IMIDAZOTHIAZOLE COMPOUNDS". Page/Page column 70-71. . Retrieved 2009/01/23.