indazolo[2,3-a]quinazoline

Base Information

• Chemical Name: indazolo[2,3-a]quinazoline
• CAS No.: 239-58-7
• Molecular Formula: C₁₄H₉N₃
• Molecular Weight: 219.246
• Mol file: 239-58-7.mol

Synonyms:NSC 292587;Quinazolo[1,2:2',3']indazole

Chemical Property of indazolo[2,3-a]quinazoline

Chemical Property:

• Density: 1.33g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of indazolo[2,3-a]quinazoline

There total 4 articles about indazolo[2,3-a]quinazoline 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: 80.0%

3-aminoindazole (874-05-5) + 2-Fluorobenzaldehyde (446-52-6) → indazolo<2,3-a>quinazoline (239-58-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1002/jhet.3722

Reference yield: 37.0%

Indazolo[2,3-a]quinazolin-9-ylamine → indazolo<2,3-a>quinazoline (239-58-7)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; for 10h; Heating;

DOI:10.1248/cpb.44.1099

Reference yield:

9-Nitro-indazolo[2,3-a]quinazoline (178755-00-5) → indazolo<2,3-a>quinazoline (239-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 59.8 percent / H₂ / 5percent Pd/C / methanol / 2280 Torr

2: 37 percent / isoamyl nitrite / tetrahydrofuran / 10 h / Heating

With hydrogen; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.44.1099

upstream raw materials:

9-Nitro-indazolo[2,3-a]quinazoline

3-aminoindazole

2-Fluorobenzaldehyde

Refernces

• 1、 Annareddygari, Srikanth,Kasireddy, Venkateshwer Reddy,Reddy, Jayachandra. "Transition-metal-free N-arylation: A general approach to aza-fused poly-heteroaromatics". supporting information. p. 3267 - 3276. Retrieved 2019/11/03.