2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Chemical Properties

Melting point:

208-224 °C

Boiling point:

411.6±55.0 °C(Predicted)

Density 

1.688±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

powder

pka

-1.57±0.10(Predicted)

color 

Pale Yellow

Sensitive 

Air Sensitive

CAS DataBase Reference

5604-46-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38-43

Safety Statements 

26-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde Usage And Synthesis

Chemical Properties

White solid

Uses

Substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues.

Uses

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde is a substrate used in the synthesis of an N-terminal surrogate in amino acid and peptide analogues.

Synthesis

Example 1: This example describes the synthesis of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde using 2-amino-4,6-dihydroxypyrimidine as starting material. The procedure was as follows: absolute DMF (210 mL, 1.38 mol) was added dropwise to an ice-cold POCl3 solution (900 mL) over 20 minutes under ice bath conditions. After removal of the ice bath, powdered 2-amino-6-hydroxypyrimidin-4(3H)-one (150 g, 1.17 mol) was added over 20 min. Subsequently, the reaction mixture was heated to 100 °C and the reaction was stirred at this temperature for 3-4 hours. Upon completion of the reaction, the solution was cooled to room temperature and slowly poured into a pre-prepared ice-water mixture (diluted to 10 L from 4 L of crushed ice with water). The resulting aqueous solution was heated to 50 °C and stirring was continued for 2 hours. Finally, the mixture was placed in a refrigerator overnight and the precipitate was collected by filtration and dried to obtain the target product 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (160 g, 71% yield).

References

[1] Patent: US2003/78413, 2003, A1

2-Amino-4,6-dichloro-pyrimidine-5-carbaldehyde(5604-46-6)Related Product Information

• Dichloroethane
• 3-Aminophenol
• 4-Aminobenzaldehyde
• 6-Aminocaproic acid
• 4,6-Dichloropyrimidine
• 4-Dimethylaminobenzaldehyde
• Acetaminophen
• 2-Amino-4,6-dichloropyrimidine
• Pyrimidine-5-carboxaldehyde
• ALTRENOGEST
• EC 2.6.1.2
• 2-Aminopyrimidine
• 2-Aminobenzaldehyde
• Glycine
• Tris(hydroxymethyl)aminomethane
• 4,6-Dichloro-5-pyrimidinecarbaldehyde
• 2-AMINO-4-CHLOROPYRIMIDINE-5-CARBOXALDEHYDE
• 2-AMINO-4,6-DIHYDROXY-5-METHYLPYRIMIDINE