3,6-Dichloropyridazine-4-carbonitrile

3,6-Dichloropyridazine-4-carbonitrile Property

Melting point:

105-106 °C(Solv: ethyl ether (60-29-7))

Boiling point:

360.8±37.0 °C(Predicted)

Density 

1.60±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

-4.95±0.10(Predicted)

Appearance

White to light brown Solid

Safety

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

3,6-Dichloropyridazine-4-carbonitrile Chemical Properties,Usage,Production

Synthesis

3,6-Dichloropyridazine-4-carboxamide (5.7 g, 29.69 mmol, 1.00 eq.) was mixed with phosphorus trichloride (50 mL) and heated to reflux for 1 hour. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove excess phosphorous trichloride. The concentrated residue was dissolved in dichloromethane and washed sequentially with water and saturated saline to remove water-soluble impurities. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of ethyl acetate and petroleum ether (1:5, v/v). The final product was 3,6-dichloropyridazine-4-carbonitrile (5.1 g, 99% yield) as a light yellow solid.

References

[1] Patent: WO2015/25025, 2015, A1. Location in patent: Page/Page column 408
[2] Patent: WO2017/133665, 2017, A1. Location in patent: Page/Page column 40