2-Amino-5-pyrimidinecarboxyaldehyde Chemical Properties

Melting point:

209-214°C

Boiling point:

372.7±34.0 °C(Predicted)

Density 

1.370±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

1.99±0.10(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C5H5N3O/c6-5-7-1-4(3-9)2-8-5/h1-3H,(H2,6,7,8)

InChIKey

DPOYRRAYGKTRAU-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(C=O)C=N1

CAS DataBase Reference

120747-84-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-43-36/37/38

Safety Statements 

36/37-37/39-26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

2-Amino-5-pyrimidinecarboxyaldehyde Usage And Synthesis

Chemical Properties

Light brown solid

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 28, p. 1281, 1991 DOI: 10.1002/jhet.5570280520

Synthesis

General procedure for the synthesis of 2-amino-5-pyrimidinecarboxaldehyde from methyl 2-aminopyrimidine-5-carboxylate: methyl 2-aminopyrimidine-5-carboxylate (300 mg, 2.0 mmol) was dissolved in methanol (5 mL) containing a few drops of water. Subsequently, lithium hydroxide (122 mg, 5.1 mmol) was added and the reaction mixture was stirred and reacted at 60 °C overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure, after which it was diluted with water and the pH was adjusted with 1 M HCl solution to 4. At this point, 2-aminopyrimidine-5-carboxylic acid precipitated as a white solid, which was isolated by vacuum filtration to give the product (244 mg, 90% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6), δ: 12.73 (1H, broad peak), 8.63 (2H, single peak), 7.44 (2H, broad peak).

References

[1] Patent: WO2012/62748, 2012, A1. Location in patent: Page/Page column 53-54

2-Amino-5-pyrimidinecarboxyaldehyde(120747-84-4)Related Product Information

• 4-Dimethylaminobenzaldehyde
• Glycine
• ALTRENOGEST
• 4-Aminobenzaldehyde
• 4-Acetamidobenzaldehyde
• 5-METHYLCYTOSINE
• 2-Pyrimidinecarboxaldehyde
• 6-Aminocaproic acid
• 2-Aminopyrimidine
• Pyrimidine-5-carboxaldehyde
• Fluorocytosine
• 2-Aminobenzaldehyde
• 2-Aminophenol
• Tris(hydroxymethyl)aminomethane
• Pipemidic acid
• ETHYL 2-AMINO-4-METHYLPYRIMIDINE-5-CARBOXYLATE
• PIROMIDIC ACID
• 2-AMINO-5-CARBOETHOXY-4-HYDROXYPYRIMIDINE