6-Phenyluracil

Base Information

• Chemical Name: 6-Phenyluracil
• CAS No.: 13345-09-0
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 2933599090
• European Community (EC) Number: 236-393-2
• NSC Number: 49019
• DSSTox Substance ID: DTXSID80158114
• Nikkaji Number: J213.858A
• Wikidata: Q83026267
• ChEMBL ID: CHEMBL3288032
• Mol file: 13345-09-0.mol

Synonyms:6-Phenyluracil;13345-09-0;6-phenylpyrimidine-2,4-diol;6-Phenyl-pyrimidine-2,4-diol;6-phenylpyrimidine-2,4(1h,3h)-dione;6-Phenyl-1H-pyrimidine-2,4-dione;2,4(1H,3H)-Pyrimidinedione, 6-phenyl-;6-Phenyl-2,4(1H,3H)-pyrimidinedione;EINECS 236-393-2;6-phenyl-1~{H}-pyrimidine-2,4-dione;AI3-26585;2,4-Dihydroxy-6-phenylpyrimidine;NSC49019;Maybridge4_003352;Oprea1_255344;Oprea1_362969;SCHEMBL3451123;CHEMBL3288032;DTXSID80158114;HMS1530I08;CCG-51767;MFCD00128171;NSC 49019;NSC-49019;AKOS000588694;AKOS006272150;AS-5216;SB56871;NCGC00175937-01;CS-0215991;FT-0682820;E78352;EN300-317496;SR-01000641048-1;F1967-1294;Z1198150812;M3E

Chemical Property of 6-Phenyluracil

Chemical Property:

• Vapor Pressure: 1.87E-11mmHg at 25°C
• Melting Point: 228-230 °C
• Boiling Point: 520.6°Cat760mmHg
• PKA: 8.53±0.10(Predicted)
• Flash Point: 268.6°C
• PSA: 66.24000
• Density: 1.28g/cm³
• LogP: 1.55480
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 291

Purity/Quality:

98%min ^*data from raw suppliers

6-Phenyl-pyrimidine-2,4-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)NC(=O)N2

Technology Process of 6-Phenyluracil

There total 21 articles about 6-Phenyluracil 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: 94.0%

1,3-dibenzyl-6-phenylpyrimidine-2,4(1H,3H)-dione → 6-phenyluracil (13345-09-0)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In methanol; at 72 ℃; for 17h;

DOI:10.1021/jo2006494

Reference yield: 92.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + urea (57-13-6) → 6-phenyluracil (13345-09-0)

Guidance literature:

With boron trifluoride diethyl etherate; at 145 ℃; for 0.0666667h; Neat (no solvent); Microwave irradiation;

DOI:10.1016/j.tetlet.2012.03.056

Reference yield: 90.0%

2,4-Bis-methanesulfonyl-6-phenyl-pyrimidine (179806-28-1) → 6-phenyluracil (13345-09-0)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1016/0040-4020(96)00368-7

upstream raw materials:

6-phenyl-2-thiouracil

6-phenyldihydropyrimidine-2,4(1H,3H)-dione

2-methylthio-6-phenyl-3,4-dihydropyrimidin-4-one

2-ethylsulfanyl-4-chloro-6-phenyl-pyrimidine

Downstream raw materials:

1,3-dimethyl-6-phenyluracil

2,4-dichloro-6-phenyl-pyrimidine

3-methyl-6-phenylpyrimidine-2,4(1H,3H)-dione

ethyl 2-(2,6-dioxo-4-phenyl-2,3-dihydropyrimidin-1(6H)-yl)acetate

Refernces

• 1、 Soares De Melo, Candice,Singh, Vinayak,Myrick, Alissa,Simelane, Sandile B.,Taylor, Dale,Brunschwig, Christel,Lawrence, Nina,Schnappinger, Dirk,Engelhart, Curtis A.,Kumar, Anuradha,Parish, Tanya,Su, Qin,Myers, Timothy G.,Boshoff, Helena I. M.,Barry, Clifton E.,Sirgel, Frederick A.,Van Helden, Paul D.,Buchanan, Kirsteen I.,Bayliss, Tracy,Green, Simon R.,Ray, Peter C.,Wyatt, Paul G.,Basarab, Gregory S.,Eyermann, Charles J.,Chibale, Kelly,Ghorpade, Sandeep R.. "Antitubercular 2-Pyrazolylpyrimidinones: Structure-Activity Relationship and Mode-of-Action Studies". supporting information. p. 719 - 740. Retrieved 2021/02/03.
• 2、 More,Mahulikar. "Microwave assisted one-pot synthesis of nitrogen and oxygen containing heterocycles from acyl Meldrum's acid". experimental part. p. 745 - 747. Retrieved 2011/06/27.