N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide

Base Information

• Chemical Name: N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide
• CAS No.: 1322717-47-4
• Molecular Formula: C₄₄H₄₅IN₇O₆*Cl
• Molecular Weight: 930.242
• Mol file: 1322717-47-4.mol

Synonyms:N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide

Chemical Property of N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide

There total 5 articles about N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide 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: 92.0%

2,5-dioxopyrrolidin-1-yl 4-(azidomethyl)benzoate (916687-71-3) + N-(6-(diethylamino)-9-(2-(methyl(prop-2-yn-1-yl)carbamoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride (1322717-46-3,1360565-03-2) → N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide (1322717-47-4)

Guidance literature:

With N-iodo-succinimide; copper(l) iodide; triethylamine; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201102072

Reference yield:

rhodamine B (81-88-9) → N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide (1322717-47-4)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl dichloride / dichloromethane / 1 h / 20 °C

2: sodium carbonate / dichloromethane / 18 h / 20 °C

3: N-iodo-succinimide; copper(l) iodide; triethylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; copper(l) iodide; oxalyl dichloride; sodium carbonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1002/anie.201102072

Reference yield:

p-(chloromethyl)benzoic acid (1642-81-5) → N-methyl N-[5-iodo-1-(4-methyl-N-succinimidyl benzoate)-4-methyl-1,2,3-thiazole]rhodamine B carboxamide (1322717-47-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / ethanol / 18 h / Reflux

2: triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C

3: N-iodo-succinimide; copper(l) iodide; triethylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; copper(l) iodide; sodium azide; triethylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2,5-dioxopyrrolidin-1-yl 4-(azidomethyl)benzoate

N-(6-(diethylamino)-9-(2-(methyl(prop-2-yn-1-yl)carbamoyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride

rhodamine B

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate