Sunagawa, Genshun's team published research in Yakugaku Zasshi in 72

Sunagawa, Genshun published the artcileDecomposition of benzylamine derivatives. II, SDS of cas: 52818-63-0, the publication is Yakugaku Zasshi (1952), 1570-4, database is CAplus.

cf. C.A. 46, 11210c. 2-Aminopyrimidine (I) (15 g.), 8.7 g. HCO₂H, and 18.4 g. BzH, heated 21 hrs. at 150-60°, cooled, extracted with 80 ml. dilute HCl, the aqueous layer washed with Et₂O, adjusted to pH 7-8, and the precipitate recrystallized from alc. give 18.5 g. 2-benzylaminopyrimidine (II), m. 82.5-3.5°; similarly are prepared the 2-(p-chlorobenzylamino)- (III), m. 127-8°, and 2-(p-nitrobenzylamino)pyrimidine (IV), m. 153-4°. Heating 10 g. p-MeOC₆H₄CHO, 9 g. 2-formamidopyrimidine, and 10 ml. (CH₂OH)₂ 8 hrs. at 170-80° and extracting the product as in the preparation of II gives 14.9 g. 2-(p-methoxybenzylamino)pyrimidine (V), m. 108-9°; 2-(p-MeOC₆H₄CH₂NH)C₅H₄N (VI) m. 124°; 33.2 g. PhNH₂, 10.5 g. NaHCO₃, and 10 ml. water heated with 15.7 g. p-MeOC₆H₄CH₂Cl, cooled, and the product extracted with Et₂O, washed with saturated NaCl solution, and distilled gave 16.6 g. p-MeOC₆H₄CH₂NHPh (VII), b_2.5 170-7°, m. 64-5° (from alc.); reaction of NaNH₂ and II, and treatment of the Na salt with Me₂NCH₂CH₂Cl gave p-RC₆H₄CH₂NR’R” [(VIII), R = H, R’ = 2-pyrimidyl (IX), R” = Me₂NCH₂CH₂ (X)] (XI), b₁₀ 180-4° (HCl salt, m. 204-5°); similarly, III gives VIII (R = Cl, R’ = IX, R” = X) (XII), b₃ 185-90° (HCl salt, m. 163-4°). Treating 22.5 g. anisaldoxime in 94% alc. and 170 ml. water with 60 g. Zn powder and 160 ml. 50% AcOH dropwise, heating 3 hrs. at 30-40°, cooling, alkalinizing and steam-distilling gave 20 g. p-MeOC₆H₄CH₂NH₂.HCl (XIII), m. 230-1°; heating 7.8 g. XI and 3.1 g. Me₂NCH₂CH₂Cl 1 hr. at 100°, alkalinizing, extracting with Et₂O, and distilling gave 2.2 g. (VIII, R = MeO, R’ = H, R” = X), b₁₇ 173-5° (HCl salt, m. 192-3°). Heating II, XI.HCl, and XIII, resp. with 10% HCl 5 hrs. gave unchanged raw materials; 10 g. VI yielded 0.7 g. 2-H₂NC₆H₄N (XIV), m. 57°, and 0.9 g. (p-MeOC₆H₄)₂CH₂ (XV), m. 52° (test for the presence of HCHO was pos.); 10 g. V gave 0.05 g. XV and 1.2 g. XIV; 10 g. VII gave 0.1 g. XV, HCHO, and 0.7 g. PhNH₂, b₁₀ 66° (benzoylated to 1.3 g. C₁₃H₁₁ON, m. 161°).

Yakugaku Zasshi published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C11H22N2O4, SDS of cas: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem