Tetrazolo[1,5-a]quinoline

Base Information

• Chemical Name: Tetrazolo[1,5-a]quinoline
• CAS No.: 235-25-6
• Molecular Formula: C9H6 N4
• Molecular Weight: 170.173
• Mol file: 235-25-6.mol

Synonyms:1,2,3,9a-Tetraazabenz[e]indene;NSC 52226; NSC 53383

Chemical Property of Tetrazolo[1,5-a]quinoline

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.45g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tetrazolo[1,5-a]quinoline

There total 2 articles about Tetrazolo[1,5-a]quinoline 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: 36.0%

quinoline (91-22-5) + 1-isocyano-4-(trifluoromethyl)benzene (139032-23-8) → N-(4-(trifluoromethyl)phenyl)quinoline-2-carboxamide + 2-(1-(4-(trifluoromethyl)phenyl)-1H-tetrazol-5-yl)quinoline + tetrazolo[1,5-a]quinoline (235-25-6)

Guidance literature:

quinoline; With fluorine; In chloroform; at -60 ℃;

1-isocyano-4-(trifluoromethyl)benzene; With trimethylsilylazide; In chloroform; at -60 - 20 ℃;

DOI:10.1016/j.tetlet.2005.05.066

Reference yield:

Quinoline N-oxide (1613-37-2) + trimethylsilylazide (4648-54-8) + methanesulfonyl chloride (124-63-0) → trimethylsilyl methanesulfonate (10090-05-8) + tetrazolo[1,5-a]quinoline (235-25-6)

Guidance literature:

Yield given. Multistep reaction; 1) acetonitrile, room temp., 3 h; 2) reflux, 24 h.;

DOI:10.1246/bcsj.58.2419

Reference yield: 78.0%

phenylacetylene (536-74-3) + tetrazolo[1,5-a]quinoline (235-25-6) → 1-phenylimidazo[1,2-a]quinoline

Guidance literature:

With meso-tetraphenylporphyrin iron(III) chloride; zinc; In benzene; at 100 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201904702

upstream raw materials:

Quinoline N-oxide

trimethylsilylazide

methanesulfonyl chloride

quinoline

Downstream raw materials:

N-Chinol-2-yl-iminotriphenyl-phosphoran

1H-tetrazole

1,3-diazabenzo[d]cyclohepta-1,2,4,6-tetraene

4-cyanoindole

Refernces

• 1、 Nishiyama, Kozaburo,Miyata, Izumi. "Reaction of Trimethylsilyl Azide with C=N-O Bond". . p. 2419 - 2420. Retrieved 2007/10/02.