4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE Chemical Properties

Melting point:

82-84°C

Boiling point:

327.7±37.0 °C(Predicted)

Density 

1.57±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform, Ether, Ethyl Acetate

form 

Solid

pka

-6.47±0.39(Predicted)

color 

Pale Yellow

InChI

InChI=1S/C6H4Cl2N2OS/c1-12-6-9-4(7)3(2-11)5(8)10-6/h2H,1H3

InChIKey

MRHGOAKYYORQGQ-UHFFFAOYSA-N

SMILES

C1(SC)=NC(Cl)=C(C=O)C(Cl)=N1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-43

Safety Statements 

36/37

WGK Germany 

3

HS Code 

2933599590

4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

4,6-Dichloro-2-(methylthio)-5-formylpyrimidine (cas# 33097-11-9) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of 4,6-dichloro-2-methylthiopyrimidine-5-carbaldehyde from 4,6-dihydroxy-2-methylthiopyrimidine was as follows: the reaction system was cooled down to 0-10 °C and then slowly warmed up to room temperature. Subsequently, 6-hydroxy-2-(methylthio)-4(1H)-pyrimidinone (25 g, 0.16 mol) was added in batches. The reaction mixture was heated and reacted at 80 °C overnight. After completion of the reaction, the reaction mixture was concentrated under vacuum. The concentrated slurry residue was poured into ice and stirred continuously for about 2 hours, after which filtration was performed to obtain the crude product. The crude product was further purified by recrystallization with hexane to afford finally 4,6-dichloro-2-(methylthio)-5-pyrimidinecarboxaldehyde (21.3 g, 61% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ 2.66 (s, 3H), 10.4 (s, 1H).

References

[1] Patent: WO2006/104889, 2006, A2. Location in patent: Page/Page column 113-114
[2] Patent: WO2007/147103, 2007, A2. Location in patent: Page/Page column 107-108

4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE(33097-11-9)Related Product Information

• 4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID
• 4-Chloro-5-methylpyrimidine
• 4-CHLORO-5-METHYL-2-METHYLSULFANYL-PYRIMIDINE
• 4,6-Dichloro-5-methylpyrimidine
• 4,6-Dichloro-5-pyrimidinecarbaldehyde
• 4-Chloro-6-methyl-2-(methylthio)pyrimidine
• 4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE
• 4,6-Dichloropyrimidine
• 4-Chloro-2-methylthiopyrimidine
• 2-METHYLSULFANYL-PYRIMIDINE-5-CARBALDEHYDE