2,6-Dichloropyrimidine-4-carboxylic acid

Base Information

• Chemical Name: 2,6-Dichloropyrimidine-4-carboxylic acid
• CAS No.: 16492-28-7
• Molecular Formula: C5H2Cl2N2O2
• Molecular Weight: 192.989
• Hs Code.: 29335990
• European Community (EC) Number: 803-066-6
• NSC Number: 46804
• DSSTox Substance ID: DTXSID20286647
• Nikkaji Number: J418.965E
• Wikidata: Q72468084
• Mol file: 16492-28-7.mol

Synonyms:2,6-dichloropyrimidine-4-carboxylic acid;16492-28-7;4-Pyrimidinecarboxylic acid, 2,6-dichloro-;MFCD02933142;2,6-Dichloropyrimidine-4-carboxylicacid;NSC46804;2,6-Dichloro-pyrimidine-4-carboxylic acid;SCHEMBL986362;DTXSID20286647;MOXUTXQEKYPKKS-UHFFFAOYSA-N;BBL103525;NSC-46804;STL557335;AKOS001064305;AB12755;AM10029;BS-13368;SY107485;2,4-dichloropyrimidin-6-yl carboxylic acid;CS-0102802;FT-0645896;Methyl 2,6-dichloropyrimidine-6-carboxylate;EN300-00915;A18277;F11650;2 pound not6-Dichloropyrimidine-4-carboxylicacid;2,6-dichloropyrimidine-4-carboxylic acid, 97%;J-521903;Z56887777

Chemical Property of 2,6-Dichloropyrimidine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.76E-06mmHg at 25°C
• Melting Point: 54-56 °C
• Boiling Point: 374.9 °C at 760 mmHg
• PKA: 2.07±0.10(Predicted)
• Flash Point: 180.5 °C
• PSA: 63.08000
• Density: 1.718 g/cm³
• LogP: 1.48160
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 191.9493327
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

2,6-dichloropyrimidine-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(N=C1Cl)Cl)C(=O)O
• Uses: 2,6-Dichloropyrimidine-4-carboxylic acid is used as pharmaceutical intermediate.

Technology Process of 2,6-Dichloropyrimidine-4-carboxylic acid

There total 6 articles about 2,6-Dichloropyrimidine-4-carboxylic 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: 99.0%

orotic acid (65-86-1,58915-47-2,6784-70-9) → 2,6-dichloro-4-pyrimidinecarboxylic acid (16492-28-7)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-aniline; at 110 ℃; for 4.5h;

Reference yield: 47.6%

2,4-dihydroxypyrimidine-6-carboxylic acid (65-86-1) → 2,6-dichloro-4-pyrimidinecarboxylic acid (16492-28-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; for 5h; Heating / reflux;

Reference yield:

potassium hydroorotate (24598-73-0) → 2,6-dichloro-4-pyrimidinecarboxylic acid (16492-28-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; Reflux;

DOI:10.1002/anie.200904188

upstream raw materials:

phosphorus pentachloride

potassium hydroorotate

trichlorophosphate

2,4-dihydroxypyrimidine-6-carboxylic acid

Downstream raw materials:

2,4-diaminopyrimidine-6-carboxylic acid

2,4-dichloropyrimidine-6-carboxylic acid chloride

2,6-dichloropyrimidine-4-carboxylic acid methyl ester

N-[(2S)-1-hydroxypropan-2-yl]-2-(pyridin-3-yl)-6-[4-(trifluoromethoxy)phenyl]pyrimidine-4-carboxamide

Refernces

• 1、 Alves, Marina A.,Chaves, Lorrane S.,Fernandes, Patrícia D.,Fraga, Carlos A. M.,Guerra, Fabiana S.,Rodrigues, Daniel A.,Sagrillo, Fernanda S.,Sant'Anna, Carlos M. R.,Thota, Sreekanth,de Sena M. Pinheiro, Pedro. "Design, Synthesis, and Pharmacological Evaluation of First-in-Class Multitarget N-Acylhydrazone Derivatives as Selective HDAC6/8 and PI3Kα Inhibitors". . . Retrieved 2020/02/25.
• 2、 Zhang, Xuejun,Krishnamurthy, Ramanarayanan. "Mapping the landscape of potentially primordial informational oligomers: Oligo-dipeptides tagged with orotic acid derivatives as recognition elements". supporting information; scheme or table. p. 8124 - 8128. Retrieved 2010/03/01.