6-Bromo-2,4-dichloroquinazoline

Base Information

• Chemical Name: 6-Bromo-2,4-dichloroquinazoline
• CAS No.: 102393-82-8
• Molecular Formula: C8H3BrCl2N2
• Molecular Weight: 277.935
• Hs Code.: 2933990090
• European Community (EC) Number: 823-174-7
• DSSTox Substance ID: DTXSID10435768
• Nikkaji Number: J708.355F
• Wikidata: Q72454180
• Mol file: 102393-82-8.mol

Synonyms:6-bromo-2,4-dichloroquinazoline;102393-82-8;6-bromo-2,4-dichloro-quinazoline;QUINAZOLINE, 6-BROMO-2,4-DICHLORO-;MFCD09744007;2,4-DICHLORO-6-BROMOQUINAZOLINE;SCHEMBL182719;DTXSID10435768;LBAYOWRVZAKPLS-UHFFFAOYSA-N;BCP23049;SC3711;AKOS015834511;CS-W001034;PB28011;6-bromanyl-2,4-bis(chloranyl)quinazoline;AC-26856;DS-10689;SY006819;A1808;AM20050457;FT-0648957;EN300-263805;A800568;W-204454;BRD-K45021024-001-01-8;Z1269217489

Chemical Property of 6-Bromo-2,4-dichloroquinazoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.696
• Boiling Point: 330.155 °C at 760 mmHg
• PKA: -1.19±0.30(Predicted)
• Flash Point: 153.473 °C
• PSA: 25.78000
• Density: 1.852 g/cm³
• LogP: 3.69910
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 275.88567
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-2,4-dichloroquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=NC(=N2)Cl)Cl
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 6-Bromo-2,4-dichloroquinazoline

There total 16 articles about 6-Bromo-2,4-dichloroquinazoline 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: 95.2%

6-bromo-1H-quinazoline-2,4-dione (88145-89-5) → 6-bromo-2,4-dichloroquinazoline (102393-82-8)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; Heating;

DOI:10.1007/BF00758756

Reference yield: 93.2%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-bromobenzonitrile (39263-32-6) → 6-bromo-2,4-dichloroquinazoline (102393-82-8)

Guidance literature:

bis(trichloromethyl) carbonate; With triethylamine; Triphenylphosphine oxide; In chlorobenzene; at 20 ℃; for 0.5h; Cooling with ice;

2-amino-5-bromobenzonitrile; In chlorobenzene; at 120 ℃; for 10h;

DOI:10.3987/COM-12-12466

Reference yield: 71.0%

5-bromo-3-(hydroxyimino)indolin-2-one (49675-78-7,900516-52-1) → 6-bromo-2,4-dichloroquinazoline (102393-82-8)

Guidance literature:

With bis(trichloromethyl) carbonate; Tris(4-methoxyphenyl)phosphine oxide; In chlorobenzene; at 120 ℃; for 6h;

DOI:10.1080/10426507.2020.1782910

upstream raw materials:

6-bromo-1H-quinazoline-2,4-dione

2-amino-5-bromobenzonitrile

trichloromethyl chloroformate

5-bromo-2-aminobenzoic acid methyl ester

Downstream raw materials:

6-bromo-2-chloroquinazolin-4-amine

6-bromo-2-chloro-4-methylquinazoline

6-bromo-2-chloroquinazolin-4(3H)-one

[4-(4-Amino-6-bromo-quinazolin-2-yl)-piperazin-1-yl]-furan-2-yl-methanone; hydrochloride

Refernces

• 1、 Li, Zhenhua,Wu, Danli,Zhong, Weihui. "Facile and efficient cyclization of anthranilonitrile to 2,4-dichloroquinazoline by bis(trichloromethyl) carbonate and catalytic amount triphenylphosphine oxide". . p. 1417 - 1426. Retrieved 2012.
• 2、 -. "DIACYLGLYCEROL KINASE MODULATING COMPOUNDS". Paragraph 1295-1296. . Retrieved 2021/07/02.
• 3、 -. "N2N N4-disubstituted quinazoline-2,4-diamines and uses thereof". Page/Page column 47; 48-49. . Retrieved 2019/07/03.