2-Aminopyrimidine

Base Information

• Chemical Name: 2-Aminopyrimidine
• CAS No.: 109-12-6
• Deprecated CAS: 6918-31-6
• Molecular Formula: C4H5N3
• Molecular Weight: 95.1038
• Hs Code.: 29335995
• European Community (EC) Number: 203-648-4
• NSC Number: 1912
• UNII: OB8I17P2G4
• DSSTox Substance ID: DTXSID70870459
• Nikkaji Number: J2.875D
• Wikidata: Q27117919
• Metabolomics Workbench ID: 55936
• ChEMBL ID: CHEMBL88580
• Mol file: 109-12-6.mol

Synonyms:2-aminopyrimidine;aminopyrimidine

Chemical Property of 2-Aminopyrimidine

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 0.00521mmHg at 25°C
• Melting Point: 122-126 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 275.1 °C at 760 mmHg
• PKA: 3.45(at 20℃)
• Flash Point: 144.5 °C
• PSA: 51.80000
• Density: 1.216 g/cm³
• LogP: 0.64000
• Storage Temp.: -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: SOLUBLE
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 95.048347172
• Heavy Atom Count: 7
• Complexity: 48.9

Purity/Quality:

99.50% ^*data from raw suppliers

2-Aminopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrimidines
• Canonical SMILES: C1=CN=C(N=C1)N
• Uses: 2-Aminopyrimidine is used in the synthesis of sulfonamides as isoform-selective inhibitors with efficacy in rodent pain models.

Technology Process of 2-Aminopyrimidine

There total 68 articles about 2-Aminopyrimidine 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: 97.0%

Malondialdehyde (542-78-9) → 2-aminopyrimidine (109-12-6)

Guidance literature:

Reference yield: 94.0%

2-bromopyrimidine (4595-60-2) → 2-aminopyrimidine (109-12-6)

Guidance literature:

With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine; In ethylene glycol; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1039/b916569j

Reference yield: 90.0%

nitro-pyrimidine (79917-54-7) → 2-aminopyrimidine (109-12-6)

Guidance literature:

With triethylamine; In water; at 80 ℃; for 8h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra01333f

upstream raw materials:

1,3,3-triethoxypropene

guanidine hydrochloride

2-Amino-4,6-dichloropyrimidine

Propiolaldehyde diethyl acetal

Downstream raw materials:

N-pyrimidin-2-yl-glycine phenyl-(4-phenyl-thiazol-2-yl)-amide

4-methyl-2,6-dinitroaniline

2-(4-iodophenyl)imidazo[1,2-a]pyrimidine

4-(4-Methoxy-phenyl)-2,4-dioxo-N-pyrimidin-2-yl-butyramide

Refernces

• 1、 Shirai. "-". . . Retrieved 1956.
• 2、 Jaime-Figueroa, Saul,Liu, Yanzhou,Muchowski, Joseph M.,Putman, David G.. "Allyl amines as ammonia equivalents in the preparation of anilines and heteroarylamines". . p. 1313 - 1316. Retrieved 1998.
• 3、 Fawzy, Ahmed,Shaaban, Mohamed R.. "Kinetic and mechanistic investigations on the oxidation of N'-heteroaryl unsymmetrical formamidines by permanganate in aqueous alkaline medium". . p. 379 - 386. Retrieved 2014.
• 4、 Elmkaddem, Mohammed K.,Fischmeister, Cedric,Thomas, Christophe M.,Renaud, Jean-Luc. "Efficient synthesis of aminopyridine derivatives by copper catalyzed amination reactions". . p. 925 - 927. Retrieved 2010.
• 5、 Cao, Di,Chen, Fan,Cheng, Hao,Huang, Cong,Li, Zhi-Ling,Liang, Bin,Nan, Jun,Sun, Kai,Wang, Ai-Jie. "Ordered mesoporous carbon as an efficient heterogeneous catalyst to activate peroxydisulfate for degradation of sulfadiazine". supporting information. . Retrieved 2022/01/26.
• 6、 Barot, Nirav,Shaikh, Tauhid,Kaur, Harjinder. "A PLA-TiO2 particle brush as a novel support for CuNPs: A catalyst for the fast sequential reduction and: N -arylation of nitroarenes". . p. 5347 - 5354. Retrieved 2017/07/11.