2,4,6-TRICHLORO-PYRIMIDINE-5-CARBALDEHYDE Chemical Properties

Melting point:

131-132℃

Boiling point:

278.6±35.0 °C(Predicted)

Density 

1.713±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

-8.75±0.39(Predicted)

form 

Solid

color 

White to brown

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C5HCl3N2O/c6-3-2(1-11)4(7)10-5(8)9-3/h1H

InChIKey

KVJIRFGNHAAUNQ-UHFFFAOYSA-N

SMILES

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

Safety Information

RIDADR 

UN2811

HazardClass 

6.1

HS Code 

2933599590

2,4,6-TRICHLORO-PYRIMIDINE-5-CARBALDEHYDE Usage And Synthesis

Uses

2,4,6-Trichloro-5-pyrimidinecarboxaldehyde is a useful reagent for organic synthesis.

Solubility

2,4,6-TRICHLORO-PYRIMIDINE-5-CARBALDEHYDE is slightly soluble in water.

Uses

2,4,6-Trichloro-5-pyrimidinecarboxaldehyde is a useful reagent for organic synthesis.

Synthesis

1. Pyrimidine-2,4,6-triol (10.0 g, 78.2 mmol) was dissolved with N,N-dimethylformamide (12 mL) in phosphorus trichloride (10 vol. eq.) and heated to reflux for 15 h. 2. Upon completion of the reaction, the excess of phosphorus trichloride was removed by distillation under reduced pressure. 3. The residue of the reaction was slowly poured into crushed ice and precipitated as a solid. 4. The solid product was collected by filtration and washed with cold water. The solid product was collected by filtration and washed with cold water to give 2,4,6-trichloropyrimidine-5-carboxaldehyde (8.0 g, 47% yield) as a yellow solid. 5. The crude product did not need to be further purified, and could be used in the subsequent reaction directly.

References

[1] Angewandte Chemie - International Edition, 2006, vol. 45, # 43, p. 7262 - 7265
[2] Patent: WO2012/103297, 2012, A1. Location in patent: Page/Page column 84-85
[3] Patent: WO2017/12576, 2017, A1. Location in patent: Page/Page column 197
[4] Patent: WO2011/14535, 2011, A1. Location in patent: Page/Page column 100
[5] Patent: WO2004/18435, 2004, A1. Location in patent: Page 55-56

2,4,6-TRICHLORO-PYRIMIDINE-5-CARBALDEHYDE(50270-27-4)Related Product Information

• 2-Chloro-4,6-dimethylpyrimidine
• 4,6-Dimethyl-2-mercaptopyrimidine
• 2-Methylsulfonyl-4,6-dimethoxypyrimidine
• 2,4-Dichloro-5-fluoropyrimidine
• 4,6-Dichloro-2-(methylthio)pyrimidine
• 2-MERCAPTO-4-METHYLPYRIMIDINE HYDROCHLORIDE
• 2-Amino-4,6-bis(difluoromethoxy)pyrimidine
• 2-Chloro-4,6-dimethoxypyrimidine
• 2-Hydroxy-4-methylpyrimidine hydrochloride
• 2-Amino-4-methoxypyrimidine
• 2,4,6-Trichloro-5-methylpyrimidine
• 2-Chloropyrimidine-5-carbaldehyde
• 2,4,6-TRICHLORO-PYRIMIDINE-5-CARBALDEHYDE
• 2,4,6-Trichloropyrimidine
• 2,4-Dichloro-5-methylpyrimidine
• 4,6-Dichloro-5-pyrimidinecarbaldehyde
• 2,4,6-TRICHLOROPYRIMIDINE-5-CARBOXYLIC ACID
• 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-