N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide

Base Information

• Chemical Name: N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide
• CAS No.: 1418130-91-2
• Molecular Formula: C₆₆H₃₈N₂O₁₂
• Molecular Weight: 1051.03
• Mol file: 1418130-91-2.mol

Synonyms:N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide

Chemical Property of N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide

There total 2 articles about N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide 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: 40.2%

4-(prop-2-yn-1-yloxy)phenol (34596-27-5) + N,N’-bis-propargyl-1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic diimide (1419865-47-6) → N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (1418130-91-2)

Guidance literature:

With potassium carbonate; at 90 ℃; for 12h;

DOI:10.1039/c2ob27052h

Reference yield:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (1418130-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid; iodine / 5 h / 70 °C

2: isopropyl alcohol / 90 °C

3: potassium carbonate / 1-methyl-pyrrolidin-2-one / 15 h / 90 °C

With chlorosulfonic acid; iodine; potassium carbonate; In 1-methyl-pyrrolidin-2-one; isopropyl alcohol;

DOI:10.1039/c7ob02749d

Reference yield: 98.0%

N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (1418130-91-2) + (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate (151864-95-8) → N,N’-bis-{1-[1-(β-D-glucopyranosyloxy)-3,6-dioxaoct-8-yl]-1,2,3-triazol-4-ylmethyl}-1,6,7,12-tetra-(4-{1-[1-(β-D-glucopyranosyloxy)-3,6-dioxaoct-8-yl]-1,2,3-triazol-4-ylmethyloxy}phenoxy)perylene-3,4,9,10-tetracarboxylic diimide

Guidance literature:

N,N’-bis-propargyl-1,6,7,12-tetra-(4-propargyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic diimide; (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(2-(2-azidoethoxy)ethoxy)ethoxy) tetrahydro-2H-pyran-3,4,5-triyl triacetate; With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.25h; Microwave irradiation; Heating;

With sodium methylate; In methanol; at 20 ℃; for 16h;

DOI:10.1039/c7ob02749d

upstream raw materials:

4-(prop-2-yn-1-yloxy)phenol

N,N’-bis-propargyl-1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic diimide

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride