Nakazawa, Junichi; Watatani, Mitsuo published the artcile< Pyrimidine derivatives. II. Transetherification in pyrimidine derivatives>, COA of Formula: C5H6ClN3O, the main research area is .
Transetherification reactions of 2-methoxy-, 2-ethoxy-4-amino-6-chloropyrimidine, and 2,6-dimethoxy- and 2,6-diethoxy-4-aminopyrimidine at the alkoxy groups at 2- and 6-position by the treatment with NaOMe or NaOEt were investigated and found that the 2-position was more reactive than 4-position and the MeO group more readily underwent transetherification reaction than the EtO group. In 5-substituted pyrimidines with an electroneg. group, the MeOH at 2-, 4-, or 6-position was readily eliminated owing to its further higher reactivity. Manufacture of the following new compounds was also described: a mixture of 38.4 g. barbituric acid 24.3 g. KCN and 144 g. urea was melted at 143-8° 4 hrs., then cooled to 100°, 240 cc. H2O added, stirred 30 min., cooled to below 50°, acidified with HCl, and filtered to give 56.5 g. 2,4,6-trihydroxy-5-pyrimidinecarboxamide (I), fiberlike crystals, m. above 360°. I (8.6 g.) was refluxed with 61 g. POCl3 and 6 g. PhNMe2 1.5 hrs., decomposed with ice, extracted with C6H6, the extract evaporated, and the residue purified by sublimation to give 2,4,6-trichloro-5-cyanopyrimidine (II), plates, m. 122-3.5°. II (1 g.) was added to a solution of 0.67 g. Na in 30 cc. MeOH, refluxed 4 hrs., filtered, the filtrate concentrated, H2O added, and the whole neutralized with HCl to give 2,4-dimethoxy-5-cyano-6-hydroxypyrimidine (III), needles, m. 217-18° (decomposition) (MeOH). III (0.3 g.) was heated 2 hrs. with 30 cc. 5% KOH solution on a steam bath, acidified with HCl, and the mixture filtered to give 2,4,6-trihydroxy-5-cyanopyrimidine, m. above 360°.
Takamine Kenkyusho Nenpo published new progress about Alcoholysis. 3286-55-3 belongs to class pyrimidines, and the molecular formula is C5H6ClN3O, COA of Formula: C5H6ClN3O.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia