5-Bromoorotic acid

Base Information

• Chemical Name: 5-Bromoorotic acid
• CAS No.: 15018-62-9
• Molecular Formula: C5H3 Br N2 O4
• Molecular Weight: 234.994
• NSC Number: 526969,34493
• DSSTox Substance ID: DTXSID30164487
• Nikkaji Number: J3.774E
• Wikidata: Q27465116
• Mol file: 15018-62-9.mol

Synonyms:5-Bromoorotic acid;15018-62-9;Orotic acid, 5-bromo-;5-bromo-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid;5-bromo-2,4-dioxo-1H-pyrimidine-6-carboxylic acid;4-Pyrimidinecarboxylic acid, 5-bromo-1,2,3,6-tetrahydro-2,6-dioxo-;NSC 34493;BRN 0181948;Orotic acid, 5-bromo- (VAN);5-25-08-00241 (Beilstein Handbook Reference);5-bromo-2,6-dihydroxypyrimidine-4-carboxylic acid;C5H3BrN2O4;SCHEMBL1992586;C5-H3-Br-N2-O4;DTXSID30164487;NSC34493;NSC-34493;NSC526969;AKOS002664662;AKOS015867947;NSC-526969;LS-98417;5-Bromo-6-carboxy-2,4-dihydroxypyrimidine;CS-0447120;FT-0701959;Q27465116;5-bromo-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylicacid;5-Bromo-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid #;RRO

Chemical Property of 5-Bromoorotic acid

Chemical Property:

• Melting Point: 285 °C (decomp)
• Boiling Point: °Cat760mmHg
• PKA: 1.70±0.20(Predicted)
• Flash Point: °C
• PSA: 103.02000
• Density: 2.187g/cm³
• LogP: -0.47610
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 233.92762
• Heavy Atom Count: 12
• Complexity: 309

Purity/Quality:

99.90% ^*data from raw suppliers

5-BromooroticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(NC(=O)NC1=O)C(=O)O)Br

Technology Process of 5-Bromoorotic acid

There total 4 articles about 5-Bromoorotic 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: 51.0%

2,4-dihydroxypyrimidine-6-carboxylic acid (65-86-1) → 5-bromoorotic acid (15018-62-9)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide;

DOI:10.1016/S0040-4039(00)61393-X

Reference yield:

→ 5-bromo-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (15018-62-9)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide;

DOI:10.1021/jo01103a606

Reference yield:

→ 5-bromo-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (15018-62-9)

Guidance literature:

With nitric acid;

upstream raw materials:

2,4-dihydroxypyrimidine-6-carboxylic acid

Downstream raw materials:

2,6-Dimethoxy-5-phenylmethanesulfinyl-pyrimidine-4-carboxylic acid (4-trifluoromethyl-phenyl)-amide

2,6-Dimethoxy-5-phenylmethanesulfinyl-pyrimidine-4-carboxylic acid phenylamide

5-Bromo-2,6-dimethoxy-pyrimidine-4-carboxylic acid (4-trifluoromethyl-phenyl)-amide

5-Bromo-2,6-dichloro-pyrimidine-4-carboxylic acid (4-trifluoromethyl-phenyl)-amide

Refernces

• 1、 Decicco,Nelson. "The synthesis of pyrimidineisothiazolones. The effect of temperature on the addition of aryl amines to functionalized pyrimidines". . p. 8213 - 8216. Retrieved 2007/10/02.