Benzoyleneurea

Base Information

• Chemical Name: Benzoyleneurea
• CAS No.: 86-96-4
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29242100
• European Community (EC) Number: 201-712-6
• NSC Number: 2108
• UNII: 18K00A531C
• DSSTox Substance ID: DTXSID30235343
• Nikkaji Number: J11.614I
• Wikidata: Q27252014
• Metabolomics Workbench ID: 118045
• ChEMBL ID: CHEMBL421646
• Mol file: 86-96-4.mol

Synonyms:1,2,3,4-Tetrahydro-2,4-dioxoquinazoline;1,2,3,4-Tetrahydroquinazoline-2,4-dione;2,4-Dihydroxyquinazoline;2,4-Dioxotetrahydroquinazoline;2,4-Quinazolinediol;Benzouracil;NSC 2108;Quinazoline-2,4-dione;Quinazolinedione;Urea,benzoylene-;y-Thymine;2,4(1H,3H)-Quinazolinedione;

Chemical Property of Benzoyleneurea

Chemical Property:

• Appearance/Colour: white to light pink fluffy powder
• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.565
• Boiling Point: 491.9oC at 760 mmHg
• PKA: 11.12±0.20(Predicted)
• Flash Point: 119.681°C
• PSA: 65.72000
• Density: 1.337 g/cm³
• LogP: 0.21640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: ammonium hydroxide: soluble10mg/mL
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

Benzouracil ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NC(=O)N2
• Uses: Benzoyleneurea scaffold was used in the synthesis of novel protein geranylgeranyltransferase-I inhibitors. It was used to study the mechanism of inactivation of chymotrypsin and other serine proteases by benzoxazinones.

Technology Process of Benzoyleneurea

There total 163 articles about Benzoyleneurea 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: 100.0%

carbon dioxide (124-38-9,18923-20-1) + anthranilic acid nitrile (1885-29-6) → 1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4)

Guidance literature:

With DBN; at 30 ℃; for 24h; under 750.075 Torr;

Reference yield: 99.2%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + anthranilic acid nitrile (1885-29-6) → 1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4)

Guidance literature:

With carbon dioxide; In water; at 150 ℃; for 5h; under 37503.8 Torr;

DOI:10.1021/acs.oprd.6b00244

Reference yield: 99.0%

N-carbamoylanthranilic acid methyl ester (2242-77-5) → 1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4)

Guidance literature:

With sodium hydroxide; In methanol; for 3h; pH=10; Reflux;

DOI:10.1016/j.bmcl.2015.07.030

upstream raw materials:

4-Hydroxyquinazoline

(E)-3-iminoindolin-2-one

phthalamide

N-(mesyloxy)phthalimide

Downstream raw materials:

1,3-dibenzoylquinazoline-2,4-dione

1,3-dimethyl-1H-quinazoline-2,4-dione

3-ethyl-1H-quinazoline-2,4-dione

2,4-dichloroquinazoline

Refernces

• 1、 Khan, Imtiaz,Ibrar, Aliya,Ahmed, Waqas,Saeed, Aamer. "Synthetic approaches, functionalization and therapeutic potential of quinazoline and quinazolinone skeletons: The advances continue". . p. 124 - 169. Retrieved 2015.
• 2、 Srivastava, Diksha,Rani, Poonam,Srivastava, Rajendra. "ZIF-8-Nanocrystalline Zirconosilicate Integrated Porous Material for the Activation and Utilization of CO2 in Insertion Reactions". . p. 1132 - 1139. Retrieved 2020.
• 3、 Hegarty,Bruice. "-". . p. 4924. Retrieved 1969.
• 4、 Alesawy, Mohamed S.,Eissa, Ibrahim H.,El-Adl, Khaled,Ibrahim, Mohamed-Kamal. "Design, synthesis, in silico ADMET, docking, and antiproliferative evaluations of [1,2,4]triazolo[4,3-c]quinazolines as classical DNA intercalators". . . Retrieved 2022/01/13.
• 5、 Phatake, Vishal V.,Gokhale, Tejas A.,Bhanage, Bhalchandra M.. "[TBDH][HFIP] ionic liquid catalyzed synthesis of quinazoline-2,4(1H,3H)-diones in the presence of ambient temperature and pressure". . . Retrieved 2021/07/28.