5-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-2,3-pyrazinedicarbonitrile

Base Information

• Chemical Name: 5-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-2,3-pyrazinedicarbonitrile
• CAS No.: 76177-49-6
• Molecular Formula: C₂₀H₂₀N₄O₅
• Molecular Weight: 396.403
• Mol file: 76177-49-6.mol

Synonyms:

Chemical Property of 5-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-2,3-pyrazinedicarbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-2,3-pyrazinedicarbonitrile

There total 5 articles about 5-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-2,3-pyrazinedicarbonitrile 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: 62.0%

4'-(1,2-dioxoethyl)benzo-15-crown-5 (76177-54-3) + diaminomaleonitrile (1187-42-4) → 5<(benzo-15-crown-5)-4'-yl>pyrazine-2,3-dicarbonitrile (76177-49-6)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1246/bcsj.55.3865

Reference yield:

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) → 5<(benzo-15-crown-5)-4'-yl>pyrazine-2,3-dicarbonitrile (76177-49-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / polyphosphoric acid / 1 h / 40 - 50 °C

2: selenium dioxide / dioxane; H₂O / 40 h / Heating

3: 100 °C / 23 Torr

4: 62 percent / tetrahydrofuran / Ambient temperature

With selenium(IV) oxide; PPA; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1246/bcsj.55.3865

Reference yield:

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3) → 5<(benzo-15-crown-5)-4'-yl>pyrazine-2,3-dicarbonitrile (76177-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium dioxide / dioxane; H₂O / 40 h / Heating

2: 100 °C / 23 Torr

3: 62 percent / tetrahydrofuran / Ambient temperature

With selenium(IV) oxide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1246/bcsj.55.3865

upstream raw materials:

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene

diaminomaleonitrile

4'-(1,2-dioxoethyl)benzo-15-crown-5

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin