4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]-

Base Information

• Chemical Name: 4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]-
• CAS No.: 189937-65-3
• Molecular Formula: C17H17N3O2
• Molecular Weight: 295.341
• DSSTox Substance ID: DTXSID50445508
• Wikidata: Q82263943
• Mol file: 189937-65-3.mol

Synonyms:189937-65-3;2-Amino-3-(3-isopropoxyphenyl)quinazolin-4(3H)-one;4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]-;SCHEMBL8502010;DTXSID50445508;CWQXWGZOKWRTTD-UHFFFAOYSA-N;2-amino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one;2-amino-3-[3-(propan-2-yloxy)phenyl]-3,4-dihydroquinazolin-4-one

Chemical Property of 4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]-

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 295.132076794
• Heavy Atom Count: 22
• Complexity: 449

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC=CC(=C1)N2C(=O)C3=CC=CC=C3N=C2N

Technology Process of 4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]-

There total 5 articles about 4(3H)-Quinazolinone, 2-amino-3-[3-(1-methylethoxy)phenyl]- 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:

2-hydrazino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one (180423-50-1) → 2-amino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one (189937-65-3)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; methanol; at 50 ℃; for 70h; under 760 Torr;

DOI:10.1021/jm970373j

Reference yield:

3-(3-isopropoxy-phenyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one (180423-48-7) → 2-amino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one (189937-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88.4 percent / NH₂NH₂ / ethanol / 18 h / Heating

2: H₂ / Raney Ni / methanol; tetrahydrofuran / 70 h / 50 °C / 760 Torr

With hydrogen; hydrazine; nickel; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm970373j

Reference yield:

3-isopropoxyaniline (41406-00-2) → 2-amino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one (189937-65-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / 2 h / Ambient temperature

2: 72.1 percent / AcOH / 16 h / Heating

3: 88.4 percent / NH₂NH₂ / ethanol / 18 h / Heating

4: H₂ / Raney Ni / methanol; tetrahydrofuran / 70 h / 50 °C / 760 Torr

With hydrogen; acetic acid; triethylamine; hydrazine; nickel; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm970373j

upstream raw materials:

2-Hydrazono-3-(3-isopropoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

2-hydrazino-3-(3-isopropoxy-phenyl)-3H-quinazolin-4-one

3-isopropoxyaniline

3-isopropoxy-phenyl isothiocyanate

Refernces

• 1、 Padia,Chilvers,Daum,Pinnock,Suman-Chauhan,Webdale,Trivedi. "Design and synthesis of novel nonpeptide CCK-B receptor antagonists". . p. 805 - 810. Retrieved 2007/10/03.