4,6-Dichloropyrimidine Chemical Properties

Melting point:

65-67 °C (lit.)

Boiling point:

176 °C (lit.)

Density 

1.6445 (rough estimate)

vapor pressure 

30-390Pa at 20-50℃

refractive index 

1.6300 (estimate)

Flash point:

176°C

storage temp. 

Inert atmosphere,2-8°C

solubility 

95% ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to yellow

form 

Crystals

pka

-4.20±0.17(Predicted)

color 

Yellow-green

BRN 

111195

InChIKey

XJPZKYIHCLDXST-UHFFFAOYSA-N

LogP

1.45 at 25℃ and pH7.2

Surface tension

65.72mN/m at 1g/L and 20℃

CAS DataBase Reference

1193-21-1(CAS DataBase Reference)

NIST Chemistry Reference

Pyrimidine, 4,6-dichloro-(1193-21-1)

Safety Information

Hazard Codes 

C

Risk Statements 

34-20/21/22-36/37

Safety Statements 

26-36/37/39-45-27

RIDADR 

UN 3263 8/PG 2

WGK Germany 

3

F 

19

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

II

HS Code 

29335990

MSDS

• Language:English Provider:4,6-Dichloropyrimidine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4,6-Dichloropyrimidine Usage And Synthesis

Uses

4,6-Dichloropyrimidine (cas# 1193-21-1) is a compound useful in organic synthesis.

Chemical Properties

Yellow Solid

Uses

4,6-Dichloropyrimidine was used in the synthesis of N-substituted azacalix[4]pyrimidines. It was used as starting reagent for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling. It was also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.

General Description

Cyclic voltammograms of 4,6-dichloropyrimidine shows three cathodic waves, arising from sequential cleavage of carbon-chlorine bonds as well as the reduction of pyrimidine.

Synthesis

The synthesis of 4,6-Dichloropyrimidine is as follows:Dissolve 105.5g of 4,6-diaminopyrimidine in 660.0g of 31% hydrochloric acid and pour into a 2000ml bottle to cool to -5 ° C and dropwise add 500.3g of 33% sodium nitrite. After 2 hours of reaction, HPLC detects 4,6-diamino Pyrimidine is less than 0.5%. 42.8 g of cuprous chloride and 214.0 g of 31% hydrochloric acid are prepared in a 2000 ml bottle. The diazonium salt mother liquor is added dropwise to the bottle. After the dropwise reaction, the reaction is performed at 45 ° C for 2 hours. .Extract with 400g of recovered trichloroethane (200x2 times less than new ones), combine the organic layers for distillation, control the water flush pump 5KPa, temperature 40-140 , collect 404.2g of solvent in the early 40-90 , 90-140 in the later The product was collected at a temperature of 14 ° C to obtain 146.9 g of 4,6-dichloropyrimidine. The yield was 86.4% (based on formazan hydrochloride) and the purity was 99.4%.

4,6-Dichloropyrimidine(1193-21-1)Related Product Information

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