[1,3]Dioxolo[4,5-g]quinazoline

Base Information

• Chemical Name: [1,3]Dioxolo[4,5-g]quinazoline
• CAS No.: 269-53-4
• Molecular Formula: C9H6 N2 O2
• Molecular Weight: 174.159
• DSSTox Substance ID: DTXSID60496546
• Wikidata: Q82345494
• Mol file: 269-53-4.mol

Synonyms:[1,3]dioxolo[4,5-g]quinazoline;269-53-4;SCHEMBL3783578;DTXSID60496546;2H-[1,3]DIOXOLO[4,5-G]QUINAZOLINE

Chemical Property of [1,3]Dioxolo[4,5-g]quinazoline

Chemical Property:

• PSA: 44.24000
• LogP: 1.35850
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

[1,3]Dioxolo[4,5-g]quinazoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C3C(=C2)C=NC=N3

Technology Process of [1,3]Dioxolo[4,5-g]quinazoline

There total 2 articles about [1,3]Dioxolo[4,5-g]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: 17.0%

N-(6,7-methylenedioxyquinazolin-3-io)ethoxyformamidide (57492-78-1) → (8-oxo-8H-[1,3]dioxolo[4,5-g]quinazolin-7-yl)-carbamic acid ethyl ester (57492-89-4) + [1,3]dioxolo[4,5-g]quinazoline (269-53-4) + diethyl 5-<4,5-methylenedioxy-2-(6,7-methylenedioxyquinazolin-4-ylamino)phenyl>-Δ2-1,2,4-triazoline-1,4-dicarboxylate (87880-44-2) + urethane (51-79-6)

Guidance literature:

In acetone; for 50h; Further byproducts given; Ambient temperature; Irradiation;

DOI:10.1039/P19830002003

Reference yield: 9.5%

N-(6,7-methylenedioxyquinazolin-3-io)ethoxyformamidide (57492-78-1) → (8-oxo-8H-[1,3]dioxolo[4,5-g]quinazolin-7-yl)-carbamic acid ethyl ester (57492-89-4) + [1,3]dioxolo[4,5-g]quinazoline (269-53-4) + urethane (51-79-6)

Guidance literature:

In dichloromethane; for 100h; Ambient temperature; Irradiation;

DOI:10.1039/P19830002003

Reference yield:

[1,3]dioxolo[4,5-g]quinazoline (269-53-4) → ([1,3]dioxolo[4,5-g]quinazolin-8-yl)-(3'-methansulfonamidopheyl)amine hydrochloride (1456819-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; ammonium cerium (IV) nitrate / water / 0.08 h / 20 °C

2: triethylamine; trichlorophosphate / 3 h / Reflux

3: isopropyl alcohol / 0.25 h / 80 °C / Microwave irradiation

With ammonium cerium (IV) nitrate; acetic acid; triethylamine; trichlorophosphate; In water; isopropyl alcohol;

DOI:10.1016/j.ejmech.2013.06.057

upstream raw materials:

N-(6,7-methylenedioxyquinazolin-3-io)ethoxyformamidide

Downstream raw materials:

([1,3]dioxolo[4,5-g]quinazolin-8-yl)-(3'-methansulfonamidopheyl)amine hydrochloride

([1,3]dioxolo[4,5-g]quinazolin-8-yl)-(biphenyl-3'-yl)amine hydrochloride

8-chloro-[1,3]dioxolo[4,5-g]quinazoline

Refernces