The origin of a common compound about 5-Chloropyrimidine

The chemical industry reduces the impact on the environment during synthesis 17180-94-8, I believe this compound will play a more active role in future production and life.

Reference of 17180-94-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.17180-94-8, name is 5-Chloropyrimidine, molecular formula is C4H3ClN2, molecular weight is 114.53, as common compound, the synthetic route is as follows.

2-Phenoxypyrimidine. (Intermediate AY) A mixture of 5-chloropyrimidine (5.00 g, 0.0437 mol), phenol (5.38 g, 57.2 mmol), dibenzo-18-crown-6 (0.84g, 0.0023 mol) and ground potassium hydroxide (5.92 g, 0.1055 mol) in toluene (75 ml) was heated at reflux for 3 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to give 2-phenoxypyrimidine as a white powder (95% pure, 4.56 g, 0.0265 mol): 1H NMR (CDC3, 400 MHz) 8.57 (d, 2H), 7.43 (t, 2H), 7.26 (t, 1H), 7.20 (d 2H); TLC (n-heptane/ethyl acetate =1: 1) Rf 0.42 2-(4-Iodophenoxy)pyrimidine (Intermediate AZ)

The chemical industry reduces the impact on the environment during synthesis 17180-94-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia