3-(2-Chloroethyl)quinazoline-2,4(1h,3h)-dione

Base Information

• Chemical Name: 3-(2-Chloroethyl)quinazoline-2,4(1h,3h)-dione
• CAS No.: 5081-87-8
• Molecular Formula: C10H9ClN2O2
• Molecular Weight: 224.647
• Hs Code.: 29335995
• European Community (EC) Number: 225-795-3
• DSSTox Substance ID: DTXSID5057757
• Nikkaji Number: J203.288K
• Wikidata: Q72450296
• ChEMBL ID: CHEMBL159446
• Mol file: 5081-87-8.mol

Synonyms:5081-87-8;3-(2-chloroethyl)quinazoline-2,4(1h,3h)-dione;3-(2-Chloroethyl)-2,4(1H,3H)-quinazolinedione;3-(2-chloroethyl)-1H-quinazoline-2,4-dione;C10H9ClN2O2;DTXSID5057757;3-(2-chloroethyl)-2-hydroxy-4(3H)-quinazolinone;EINECS 225-795-3;3-(2-Chloroethyl)(1H,3H)quinazoline-2,4-dione;3-(2-Chloro-ethyl)-1H-quinazoline-2,4-dione;CHEMBL159446;SCHEMBL4199990;DTXCID6031546;3-(2-Chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline;AMY42087;Tox21_113823;BBL012954;MFCD00044732;STK675972;STL163825;AKOS002683900;AKOS005594276;DS-3971;NCGC00253703-01;CAS-5081-87-8;CS-0149726;FT-0613543;D71193;3-(2-chloroethyl)-2,4(1H,3H)quinazolinedione;3-(2-chloroethyl)-2-hydroxyquinazolin-4(3H)-one;AG-205/13450199;SR-01000944776;2,4(1H,3H)-Quinazolinedione, 3-(2-chloroethyl)-;3-(2-chloroethyl)-2(1H), 4(3H)-quinazolinedione;3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione;SR-01000944776-1;3-(2-Chloroethyl)-2,4(1H,3H)-quinazolinedione, 99%;3-(2-chloroethyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione

Chemical Property of 3-(2-Chloroethyl)quinazoline-2,4(1h,3h)-dione

Chemical Property:

• Appearance/Colour: white to slightly grey crystalline powder
• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 195-197 ºC(lit.)
• Refractive Index: 1.581
• PKA: 12?+-.0.20(Predicted)
• PSA: 54.86000
• Density: 1.358 g/cm³
• LogP: 0.92860
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.0352552
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

99.9% ^*data from raw suppliers

3-(2-Chloroethyl)quinazoline-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xn
• Statements: 45-23/24/25-22
• Safety Statements: 53-36/37/39-24/25-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C(=O)N2)CCCl
• Uses: 3-(2-Chloroethyl)quinazoline-2,4(1H,3H)-dione is used in preparation of Ketanserin. 3-(2-Chloroethyl)-2,4(1H,3H)-quinazolinedione may be used in the synthesis of ketanserin .

Technology Process of 3-(2-Chloroethyl)quinazoline-2,4(1h,3h)-dione

There total 19 articles about 3-(2-Chloroethyl)quinazoline-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: 99.0%

2,4-Dioxo-3-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinazoline (1207-75-6) → 3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (5081-87-8)

Guidance literature:

With thionyl chloride; In 1,2-dichloro-ethane; at 20 - 80 ℃; for 2h;

Reference yield: 87.0%

chloroformic acid ethyl ester (541-41-3) + ethanolamine (141-43-5) + 2-ethoxycarbonylaniline (87-25-2) → 3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (5081-87-8)

Guidance literature:

chloroformic acid ethyl ester; 2-ethoxycarbonylaniline; In chloroform; at 50 ℃; for 0.5h;

ethanolamine; In chloroform; at 150 ℃; for 4h;

DOI:10.1002/jhet.1897

Reference yield: 83.0%

2,3-dihydro-5H-oxazolo<2,3-b>quinazolin-5-one (52727-44-3) → 3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (5081-87-8)

Guidance literature:

With hydrogenchloride; for 0.0166667h; steam bath;

upstream raw materials:

2-<3-(2-chloroethyl)ureido>benzoic acid

2-(2-chloroethyl ureido)benzamide

2-<3-(2-cloroethyl)ureido>benzonitrile

2-(2-chloroethylamino)-4H-<3,1>benzoxazin-4-one

Downstream raw materials:

2,3-dihydro-5H-oxazolo<2,3-b>quinazolin-5-one

1-[2-(1,4-dihydro-2,4-dioxo-3(2H)-quinazolinyl)ethyl]-α-(4-fluorophenyl)-4-piperidinemethanol acetate (ester)

ketanserin tartrate

ketanserine

Refernces

• 1、 Fakhraian, Hossein,Heydary, Mehdi. "Reinvestigation of the synthesis of ketanserin (5) and its hydrochloride salt (5.HCl) via 3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione (2) or dihydro-5H-oxazole(2,3-b)quinazolin-5-one (1)". . p. 151 - 156. Retrieved 2014/02/14.
• 2、 Chern, Ji-Wang,Shish, Fang-Jy,Chang, Chau-Dung,Chan, Chao-Han,Liu, Kang-Chien. "Reactions of Anthranilamide with Isocyanates: A New Facile Synthesis of 2,3-Dihydro-5H-oxazoloquinazolin-5-one and 3,4-dihydro-2H,6H-oxazinoquinazolin-6-one". . p. 1103 - 1105. Retrieved 2007/10/02.