8-Chloroquinazoline-2,4(1H,3H)-dione

Base Information

• Chemical Name: 8-Chloroquinazoline-2,4(1H,3H)-dione
• CAS No.: 62484-22-4
• Molecular Formula: C8H5ClN2O2
• Molecular Weight: 196.593
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40598996
• Nikkaji Number: J3.584.657C
• Wikidata: Q82494821
• Mol file: 62484-22-4.mol

Synonyms:8-Chloroquinazoline-2,4(1H,3H)-dione;62484-22-4;8-chloroquinazoline-2,4-diol;8-chloro-1h-quinazoline-2,4-dione;8-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione;2,4(1H,3H)-Quinazolinedione, 8-chloro-;8-chloro-2,4-quinazolinedione;SCHEMBL2922284;SCHEMBL15845928;DTXSID40598996;AKXWCWNEEZHWFL-UHFFFAOYSA-N;AKOS006313202;DB-333834;CS-0367525;P16564

Chemical Property of 8-Chloroquinazoline-2,4(1H,3H)-dione

Chemical Property:

• PSA: 66.24000
• LogP: 1.69440
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.0039551
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

98% ^*data from raw suppliers

8-Chloroquinazoline-2,4-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)NC(=O)NC2=O
• Uses: 8-Chloroquinazoline-2,4-diol is a useful building block used in the preparation of N2,N4-Disubstituted Quinazoline-2,4-diamines with antibacterial properties.

Technology Process of 8-Chloroquinazoline-2,4(1H,3H)-dione

There total 7 articles about 8-Chloroquinazoline-2,4(1H,3H)-dione 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: 82.0%

C8H4ClN2O2(1-)*Na(1+) → 8-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (62484-22-4)

Guidance literature:

With hydrogenchloride; In water; pH=< 1; Green chemistry;

DOI:10.1248/cpb.c14-00264

Reference yield: 67.0%

2-amino-3-chlorobenzoic acid (6388-47-2) + urea (57-13-6) → 8-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (62484-22-4)

Guidance literature:

at 140 - 180 ℃; for 26h;

Reference yield: 38.0%

carbon dioxide (124-38-9,18923-20-1) + 2-amino-3-chlorobenzonitrile (53312-77-9) → 8-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (62484-22-4)

Guidance literature:

With {Eu[N(SiMe₃)₂](μ-O:κ2-C₆H₅C(O)NC₆H₃(ⁱPr)₂)(THF)}₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 100 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/ejoc.201600291

upstream raw materials:

2-amino-3-chlorobenzoic acid

urea

carbon dioxide

2-amino-3-chlorobenzonitrile

Downstream raw materials:

2,4,8-trichloroquinazoline

8-chloro-3-(3-methoxycarbonylbenzyl)quinazoline-2,4(1H,3H)-dione

N’-(8-chloro-2-(2,4-dimethoxybenzylamino)quinazolin-4-yl)-3,3-dimethoxypropanehydrazide

7-chloro-N-(2,4-dimethoxybenzyl)-2-(2,2-dimethoxyethyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine