1-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione

Base Information

• Chemical Name: 1-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione
• CAS No.: 57712-67-1
• Molecular Formula: C11H9BrN2O2
• Molecular Weight: 281.109
• European Community (EC) Number: 827-643-7
• ChEMBL ID: CHEMBL190912
• Mol file: 57712-67-1.mol

Synonyms:1-benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione;57712-67-1;1-benzyl-5-bromopyrimidine-2,4-dione;1-Benzyl-5-bromo-1H-pyrimidine-2,4-dione;1-benzyl-5-bromouracil;CHEMBL190912;Oprea1_726658;SCHEMBL1717207;NYNOBRTYKCVRJN-UHFFFAOYSA-N;BDBM50164422;AKOS013088150;CCG-319459;1-benzyl-5-bromo-pyrimidine-2,4-dione;5-Bromo-1-benzyl-1H-pyrimidine-2,4-dione;CS-0222120;1-benzyl-5-bromo-2,4(1H,3H)-pyrimidinedione;EN300-110410;Z1154978874;2,4(1H,3H)-Pyrimidinedione, 5-bromo-1-(phenylmethyl)-

Chemical Property of 1-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 279.98474
• Heavy Atom Count: 16
• Complexity: 335

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione

There total 8 articles about 1-Benzyl-5-bromo-1,2,3,4-tetrahydropyrimidine-2,4-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: 85.0%

5-bromouracil (51-20-7) + benzyl bromide (100-39-0) → 1-benzyl-5-bromo-1H-pyrimidine-2,4-dione (57712-67-1) + 3-benzyl-5-bromouracil + 1,3-dibenzyl-5-bromopyrimidine-2,4(1H,3H)-dione (33242-55-6)

Guidance literature:

5-bromouracil; With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

benzyl bromide; In ethyl bromide; at 60 ℃; for 4h;

DOI:10.1016/j.tetlet.2008.07.164

Reference yield: 80.0%

5-bromouracil (51-20-7) + benzyl bromide (100-39-0) → 1-benzyl-5-bromo-1H-pyrimidine-2,4-dione (57712-67-1)

Guidance literature:

5-bromouracil; With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,2-dichloro-ethane; at 85 ℃; for 2h; Inert atmosphere;

benzyl bromide; With iodine; In 1,2-dichloro-ethane; at 85 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201002637

Reference yield: 41.1%

5-bromouracil (51-20-7) + benzyl bromide (100-39-0) → 1-benzyl-5-bromo-1H-pyrimidine-2,4-dione (57712-67-1) + 1,3-dibenzyl-5-bromopyrimidine-2,4(1H,3H)-dione (33242-55-6)

Guidance literature:

5-bromouracil; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Sonication;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 22h;

DOI:10.1039/c6ob02574a

upstream raw materials:

1-benzyl-5,5-dibromo-dihydro-pyrimidine-2,4-dione

1-benzyl-dihydro-pyrimidine-2,4-dione

5-bromouracil

benzyl bromide

Downstream raw materials:

1-benzyl-5-bromo-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

1-N-benzyl-6-(4-methoxyphenyl)uracil

1-N-benzyl-5-(4-methoxyphenyl)uracil

1-benzyluracil