2,5-Dichloropyrimidine

The Uses of 2,5-Dichloropyrimidine

2,5-Dichloropyrimidine acid is employed as a important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field.

Preparation

2,5-Dichloropyrimidine was synthesised from 2-hydroxypyrimidine hydrochloride by treatment with aqueous chlorine solution. Reaction of the product with phosphoryl chloride in the presence of N,N-dimethylaniline gave the desired product in 40% yield. The sample was then purified by sublimation.

storage

Store in cool, dry place in tightly closed container. With adequate ventilation. Store away from oxidizing agent.

structure and hydrogen bonding

C₄H₂Cl₂N₂, M=148.98 monoclinic, space group P2_1/m with a=6.077(3), b=19.771(8), c=7.399(3) ?, β=101.23(6)°, U=872 ?³ [from 2θ values of 29 reflections measured at±ω, 25 ≤2θ ≤ 38°, λ = 0.710 73?, T=150.0 K], D_calc=1.702 g cm^-3, Z=6, μ =0.993 mm-1[1].

References

[1] Blake A, et al. Structure Analysis Restrained by ab Initio Calculations: The Molecular Structure of 2,5-Dichloropyrimidine in Gaseous and Crystalline Phases. The Journal of Physical Chemistry, 1996; 100: 12280–12287.