Extracurricular laboratory: Synthetic route of 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

According to the analysis of related databases, 5604-46-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 5604-46-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4-(4-methoxyphenyl)aniline under nitrogen protection(11.4 g, 57.3 mmol, which can be synthesized by reference to RazlerTM et al. Journal of Organic Chemistry; vol. 74; nb. 3; (2009); p. 1381-1384)The anhydrous tetrahydrofuran (120 mL) solution was cooled with an ice water bath.Sodium hydrogen (60% mineral oil powder, 4.6 g 114.6 mmol) was carefully added in portions.After the addition was completed, the reaction was further stirred for about half an hour, and 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (10.0 g, 52.1 mmol) was further added.The ice water bath was removed, and the reaction was allowed to react at room temperature for about 8-10 hours, and was monitored by TLC (petrole ether: ethyl acetate = 2:1) until the reaction was completed.The reaction was quenched by dropwise addition of water (20 mL). Additional ethyl acetate (200 mL) was added. The resulting mixed solution was washed with saturated brine (100 mL*3).The organic layer was dried over anhydrous sodium sulfate, filtered, evaporated, evaporated, evaporated, evaporated. 2-amino-4-(4-(4-methoxyphenyl)anilino)-6-chloropyrimidine-5-carboxaldehyde in a yield of 82.7%.

According to the analysis of related databases, 5604-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu University of Technology; Zhou Lihong; (40 pag.)CN105111151; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia