1,3-Dimethyl-5-phenylbarbituric acid

Base Information

• Chemical Name: 1,3-Dimethyl-5-phenylbarbituric acid
• CAS No.: 7391-66-4
• Molecular Formula: C12H12 N2 O3
• Molecular Weight: 232.239
• Hs Code.: 2933540000
• European Community (EC) Number: 230-981-2
• NSC Number: 125776
• DSSTox Substance ID: DTXSID40995067
• Nikkaji Number: J14.774E
• Wikidata: Q72471210
• ChEMBL ID: CHEMBL1902629
• Mol file: 7391-66-4.mol

Synonyms:7391-66-4;1,3-Dimethyl-5-phenylbarbituric acid;1,3-dimethyl-5-phenylpyrimidine-2,4,6(1h,3h,5h)-trione;1,3-dimethyl-5-phenyl-1,3-diazinane-2,4,6-trione;EINECS 230-981-2;NSC 125776;BRN 0217726;Barbituric acid, 1,3-dimethyl-5-phenyl-;5-Phenyl-1,3-dimethyl-barbituric acid;1,3-dimethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione;2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5-phenyl-;(5-PHENYL-1,3-DIMETHYL)BARBITURIC ACID;SCHEMBL64294;MLS001180960;CHEMBL1902629;DTXSID40995067;HMS2804H24;5-Phenyl-1,3-dimethylbarbituricacid;NSC125776;AKOS015918170;Barbituric acid,3-dimethyl-5-phenyl-;NSC-125776;LS-24236;SMR000475678;AB-323/13887085;2,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5-phenyl-

Chemical Property of 1,3-Dimethyl-5-phenylbarbituric acid

Chemical Property:

• Vapor Pressure: 3.78E-05mmHg at 25°C
• Melting Point: 140.0-140.5 °C
• Boiling Point: 352.7°Cat760mmHg
• PKA: 4.41±0.20(Predicted)
• Flash Point: 155.2°C
• PSA: 57.69000
• Density: 1.274g/cm³
• LogP: 0.69640
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 337

Purity/Quality:

98%min ^*data from raw suppliers

1,3-dimethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C(C(=O)N(C1=O)C)C2=CC=CC=C2

Technology Process of 1,3-Dimethyl-5-phenylbarbituric acid

There total 7 articles about 1,3-Dimethyl-5-phenylbarbituric acid 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: 90.0%

bromobenzene (108-86-1,52753-63-6) + 1,3-dimethylbarbituric acid (769-42-6) → 1,3-dimethyl-5-phenyl-pyrimidine-2,4,6(1H,3H,5H)-trione (7391-66-4)

Guidance literature:

With ytterbium(III) chloride; In ethanol; at 20 ℃; for 10h;

Reference yield: 77.0%

5-diazo-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (74808-90-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,3-dimethyl-5-phenyl-pyrimidine-2,4,6(1H,3H,5H)-trione (7391-66-4)

Guidance literature:

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1002/anie.201502324

Reference yield: 75.0%

N,N'-Dimethylurea (96-31-1) + phenylmalonic acid (2613-89-0) → 1,3-dimethyl-5-phenyl-pyrimidine-2,4,6(1H,3H,5H)-trione (7391-66-4)

Guidance literature:

With acetic anhydride; trifluoroacetic acid; In chloroform; acetic acid; at 80 ℃; for 4h;

DOI:10.1007/BF00810091

upstream raw materials:

N,N'-Dimethylurea

phenylmalonic acid

5-diazo-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione

benzene

Downstream raw materials:

1,3',5-trimethyl-2'-phenylspiro[1,5-diazinane-3,1'-indene]-2,4,6-trione

5-benzylamino-1,3-dimethyl-5-phenylbarbituric acid

1-benzyl-3-methyl-5-methylcarbamoyl-5-phenylhydantoin

5-bromo-1,3-dimethyl-5-phenylbarbituric acid

Refernces

• 1、 -. "PHOTOLABILE BARBITURATE COMPOUNDS". Page/Page column 26; 27. . Retrieved 2019/08/26.
• 2、 -. "Method for greenly synthesizing 5-hydroxy-5-alkyl disubstituted barbituric acid derivative by amine catalysis of air oxidation". Paragraph 0025; 0027; 0031. . Retrieved 2019/01/07.