2-Quinazolinamine

Base Information

• Chemical Name: 2-Quinazolinamine
• CAS No.: 1687-51-0
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Hs Code.: 2933599590
• Mol file: 1687-51-0.mol

Synonyms:Quinazoline,2-amino- (6CI,7CI,8CI);2-Aminoquinazoline;

Chemical Property of 2-Quinazolinamine

Chemical Property:

• Vapor Pressure: 1.09E-05mmHg at 25°C
• Melting Point: 204 °C
• Refractive Index: 1.723
• Boiling Point: 370.7 °C at 760 mmHg
• PKA: 4.86±0.10(Predicted)
• Flash Point: 205.7 °C
• PSA: 51.80000
• Density: 1.292g/cm³
• LogP: 1.79320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

2-Aminoquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 2-Quinazolinamine (2-aminoquinazoline) can be synthesized from ortho-fluorobenzaldehydes via reaction with guanidine carbonate, particularly yielding better results when electron-withdrawing substituents are present at the other ortho position. However, the method faces limitations with certain substrates, such as unsubstituted or methoxy-substituted ortho-fluorobenzaldehydes, which produce unresolved complex mixtures. This approach provides a viable route for preparing 2-aminoquinazolines, though optimization is needed for broader substrate compatibility.

Technology Process of 2-Quinazolinamine

There total 1 articles about 2-Quinazolinamine 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%

tetrazolo[1,5-a]quinazoline (235-33-6) → 1-cyanoindazole (893447-53-5) + quinazolin-2-ylamine (1687-51-0)

Guidance literature:

at 600 ℃;

DOI:10.1021/jo052541i

Reference yield: 93.0%

quinazolin-2-ylamine (1687-51-0) + 3-Phenyl-1-propanol (122-97-4) → N-(3-phenylpropyl)quinazolin-2-amine (1380234-94-5)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide; In neat (no solvent); at 150 ℃; for 12h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c2nj41021d

Reference yield: 91.0%

quinazolin-2-ylamine (1687-51-0) + cyclohexylmethyl alcohol (100-49-2) → N-(cyclohexylmethyl)quinazolin-2-amine (1380234-93-4)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide; In neat (no solvent); at 150 ℃; for 12h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c2nj41021d

upstream raw materials:

tetrazolo[1,5-a]quinazoline

Downstream raw materials:

4-nitro-benzenesulfonic acid quinazolin-2-ylamide

sulfanilic acid quinazolin-2-ylamide

N-(cyclohexylmethyl)quinazolin-2-amine

N-cyclohexylquinazolin-2-amine

Refernces

Synthesis of 2-Aminoquinazolines from ortho-Fluorobenzaldehydes

10.1002/jhet.5570340205

The research aimed to explore the reaction of guanidine carbonate with various ortho-fluorobenzaldehydes as a potential route for preparing 2-aminoquinazolines. The study successfully synthesized eleven new 2-aminoquinazolines in low to moderate yields, with the best results obtained when ortho-fluorobenzaldehydes had an electron-withdrawing substituent at the other ortho position. The researchers encountered complex mixtures with certain substrates, such as 2-fluorobenzaldehyde, 2,5-difluorobenzaldehyde, and 2-fluoro-5-methoxybenzaldehyde, which were not resolved. Key chemicals used in the process included guanidine carbonate, N,N-dimethylacetamide as the solvent, and various ortho-fluorobenzaldehydes with different substituents. The conclusions highlighted the effectiveness of the method in synthesizing 2-aminoquinazolines, especially when electron-withdrawing groups were present, and the limitations when dealing with certain substrates that led to unresolved complex mixtures.