3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one

Base Information

• Chemical Name: 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one
• CAS No.: 1619257-97-4
• Molecular Formula: C₁₉H₁₃BrN₂O
• Molecular Weight: 365.229
• Mol file: 1619257-97-4.mol

Synonyms:3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one

Chemical Property of 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one

There total 7 articles about 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one 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: 55.0%

6-bromobenzo[h]quinazolin-4(3H)-one (1227924-40-4) + benzyl bromide (100-39-0) → 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one (1619257-97-4)

Guidance literature:

6-bromobenzo[h]quinazolin-4(3H)-one; With potassium carbonate; In acetone; at 55 ℃; for 0.5h; Sealed tube; Microwave irradiation;

benzyl bromide; In acetone; at 25 - 55 ℃; for 3.5h; Sealed tube; Microwave irradiation;

DOI:10.1016/j.tet.2014.05.117

Reference yield:

ethyl 4-bromo-1-[(tert-butoxycarbonyl)amino]naphthalene-2-carboxylate (1619257-88-3) → 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one (1619257-97-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

2.1: ammonium bicarbonate / 0.33 h / 200 °C / Sealed tube; Microwave irradiation

3.1: potassium carbonate / acetone / 0.5 h / 55 °C / Sealed tube; Microwave irradiation

3.2: 3.5 h / 25 - 55 °C / Sealed tube; Microwave irradiation

With ammonium bicarbonate; potassium carbonate; trifluoroacetic acid; In dichloromethane; acetone; 2.1: |Niementowski Quinazolone Synthesis;

DOI:10.1016/j.tet.2014.05.117

Reference yield:

2,2-dimethyl-N-(naphthalen-1-yl)propanamide (76056-13-8) → 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one (1619257-97-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tert.-butyl lithium / diethyl ether; pentane / 2 h / -20 °C / Inert atmosphere

1.2: 2 h / -20 - 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / acetonitrile / 20 h / 0 - 20 °C

3.1: hydrogenchloride / 1,4-dioxane; water / 8 h / 90 °C

4.1: ammonium bicarbonate / 0.33 h / 200 °C / Sealed tube; Microwave irradiation

5.1: potassium carbonate / acetone / 0.5 h / 55 °C / Sealed tube; Microwave irradiation

5.2: 3.5 h / 25 - 55 °C / Sealed tube; Microwave irradiation

With hydrogenchloride; N-Bromosuccinimide; tert.-butyl lithium; ammonium bicarbonate; potassium carbonate; In 1,4-dioxane; diethyl ether; water; acetone; acetonitrile; pentane; 4.1: |Niementowski Quinazolone Synthesis;

DOI:10.1016/j.tet.2014.05.117

upstream raw materials:

2,2-dimethyl-N-(naphthalen-1-yl)propanamide

ethyl 1-[(tert-butoxycarbonyl)amino]naphthalene-2-carboxylate

ethyl 1-[(2,2-dimethylpropanoyl)amino]naphthalene-2-carboxylate

ethyl 4-bromo-1-[(tert-butoxycarbonyl)amino]naphthalene-2-carboxylate

Downstream raw materials:

3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one