1-Benzyluracil

Base Information

• Chemical Name: 1-Benzyluracil
• CAS No.: 717-00-0
• Molecular Formula: C11H10 N2 O2
• Molecular Weight: 202.213
• Hs Code.: 2933599090
• European Community (EC) Number: 632-560-2
• NSC Number: 42056
• DSSTox Substance ID: DTXSID80285494
• Nikkaji Number: J503.867G
• Wikidata: Q82020885
• ChEMBL ID: CHEMBL440870
• Mol file: 717-00-0.mol

Synonyms:1-Benzyluracil;717-00-0;1-benzylpyrimidine-2,4-dione;1-benzylpyrimidine-2,4(1h,3h)-dione;N-benzyluracil;NSC42056;1-Benzyl-1H-pyrimidine-2,4-dione;CBMicro_025893;ChemDiv2_001067;Cambridge id 5606159;Oprea1_429681;Oprea1_492450;1-benzyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;CHEMBL440870;SCHEMBL2800300;DTXSID80285494;VYBPQVFJJKEBLA-UHFFFAOYSA-N;HMS1372A11;CCG-12775;MFCD00090895;NSC-42056;AKOS013122184;SDCCGMLS-0064906.P001;BIM-0025668.P001;EU-0046343;1-(phenylmethyl)pyrimidine-2,4(1H,3H)-dione;F74811;AC-907/25014364

Chemical Property of 1-Benzyluracil

Chemical Property:

• PSA: 54.86000
• Density: 1.278g/cm³
• LogP: 0.58490
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC(=O)NC2=O

Technology Process of 1-Benzyluracil

There total 31 articles about 1-Benzyluracil 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: 89.0%

benzyl bromide (100-39-0) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 1-benzyluracil (717-00-0) + 1-benzyl-4-benzyloxy-1H-pyrimidin-2-one (7295-00-3) + 1,3-dibenzyluracil (34001-56-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 48h;

Reference yield: 87.0%

benzyl chloride (100-44-7) + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → 1-benzyluracil (717-00-0)

Guidance literature:

With iodine; In 1,2-dichloro-ethane; for 24h; Heating;

DOI:10.1016/j.tet.2005.02.047

Reference yield: 85.0%

benzyl bromide (100-39-0) + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → 1-benzyluracil (717-00-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Reflux;

DOI:10.1080/10426500903383952

upstream raw materials:

5-bromouracil

1-Benzyl-1,4-dihydronicotinamide

ethanol

5-Benzyl-2-oxo-7-oxa-1,5-diaza-bicyclo[4.1.0]hept-3-ene-6-carboxylic acid ethyl ester

Downstream raw materials:

2-(3-benzyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-N-phenylacetamide

Refernces

• 1、 Bri?, Anamarija,Dud, Mateja,Margeti?, Davor. "Mechanochemical N-alkylation of imides". supporting information. p. 1745 - 1752. Retrieved 2017/09/27.
• 2、 Liang, Yong,Gloudeman, Jennifer,Wnuk, Stanislaw F.. "Palladium-catalyzed direct arylation of 5-halouracils and 5-halouracil nucleosides with arenes and heteroarenes promoted by TBAF". . p. 4094 - 4103. Retrieved 2014/05/20.