8-METHOXY-4-QUINAZOLONE

Base Information

• Chemical Name: 8-METHOXY-4-QUINAZOLONE
• CAS No.: 16064-27-0
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• Mol file: 16064-27-0.mol

Synonyms:4(1H)-Quinazolinone,8-methoxy- (9CI); 8-Methoxyquinazolin-4-ol

Chemical Property of 8-METHOXY-4-QUINAZOLONE

Chemical Property:

• Melting Point: 298-300℃ (methanol )
• Boiling Point: 340.0±44.0 °C(Predicted)
• PKA: 0.93±0.20(Predicted)
• PSA: 54.98000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 0.93170
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

8-Methoxyquinazolin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-METHOXY-4-QUINAZOLONE

There total 7 articles about 8-METHOXY-4-QUINAZOLONE 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: 92.0%

→ 8-methoxy-quinazolin-4(3H)-one (16064-27-0)

Guidance literature:

With ammonium hydroxide; palladium dichloride; at 90 ℃; for 0.166667h; Microwave irradiation; Green chemistry;

Reference yield: 77.0%

2-amino-3-methoxybenzoic acid (3177-80-8) + formamide (77287-34-4,77287-35-5,60100-09-6) → 8-methoxy-quinazolin-4(3H)-one (16064-27-0)

Guidance literature:

at 150 ℃; for 1h; Temperature; Microwave irradiation;

DOI:10.1021/acs.jmedchem.6b00039

Reference yield:

2-amino-3-methoxybenzoic acid (3177-80-8) → 8-methoxy-quinazolin-4(3H)-one (16064-27-0) + 8-methoxy-3-methyl-quinazolin-4(3H)-one (90915-46-1) + 8-methoxy-3-(prop-2-yl)quinazolin-4-one (104510-25-0) + C12H14N2O2 (1332493-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 70 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 24 h / 150 °C

With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide;

DOI:10.1039/c1ob05430a

upstream raw materials:

2-amino-3-methoxybenzoic acid

formamide

N,N-dimethylformamide diisopropyl acetal

3-methoxy-2-aminobenzamide

Downstream raw materials:

8-hydroxy-2-methyl-4(3H)-quinazolinone

4-chloro-8-methoxyquinazoline

Refernces

• 1、 -. "A in ammonia water condition of microwave halo benzoic acid synthesis method of the quinazoline compounds". Paragraph 0017; 0047. . Retrieved 2019/02/13.
• 2、 Humphrey, John M.,Yang, Eddie,Ende, Christopher W. Am,Arnold, Eric P.,Head, Jenna L.,Jenkinson, Stephen,Lebel, Lorraine A.,Liras, Spiros,Pandit, Jayvardhan,Samas, Brian,Vajdos, Felix,Simons, Samuel P.,Evdokimov, Artem,Mansour, Mahmoud,Menniti, Frank S.. "Small-molecule phosphodiesterase probes: Discovery of potent and selective CNS-penetrable quinazoline inhibitors of PDE1". . p. 1290 - 1296. Retrieved 2014/10/15.