《Synthesis and the reactions of 2,4,6-tris(ω-hydroxyalkyl)-1,3,5triazines》 was published in Bulletin of the Chemical Society of Japan in 1965. These research results belong to Nohira, Hiroyuki; Nishikawa, Yoshihiro; Furuya, Yoshiaki; Mukaiyama, Teruaki. Product Details of 2403-66-9 The article mentions the following:
From HO(CH2)nCN (I) and HCl were prepared the corresponding cyclic imino ethers HCl salts (II.HCl), which on treatment with Et3N gave the title compounds (III). The reactions of III with o-C6H4-(NH2)2 (IV) and 1,8-naphthalenediamine (V) were investigated. Treatment of Cl(CH2)3OH with KCN in EtOH-H2O (Aksnes and Prue, CA 53, 8004f) gave 30% I (n = 3), b11 1078°. A mixture of 22 g. Cl(CH2)4OH, 33 g. KCN, 50 ml. glycerol, and 25 ml. H2O heated and stirred 15 min. at 100-10°, cooled, and extracted with 4 50-ml. portions tetrahydrofuran (THF) gave 7.0 g. I (n = 4), b0.5 86-8°; when the distillation was carried out without extracting soon after the reaction was complete, almost 30% THF, b. 65-6° was formed as by-product. From Cl(CH2)5OH was similarly prepared 83% I (n = 5), b3 97-8°. Dry HCl passed into 300 ml. dry Et2O containing 8.5 g. I (n = 3) at 10-15° with cooling and the mixture let stand 2 days at room temperature in a stoppered flask gave 11.5 g. II (n = 3) HCl salt, m. 103-5°. Similar treatment of I (n = 4) with HCl but in more dilute (1.5-2.0%) Et2O solution gave 90% II (n = 4) HCl salt, m. 128-9°. Dry HCl passed into 150 ml. dry Et2O and 80 ml. dry glycol acetal-free dioxane containing 4.5 g. I (n = 5) with cooling and the mixture kept 4 days at room temperature, refluxed 3 hrs., and evaporated in vacuo gave 5.1 g. H (n = 5) HCl salt, m. 143-4°. Heating II.HCl 5 min. at 150-60° or refluxing them in PhMe gave the corresponding Cl(CH2)nCONH2 (VI). The following VI were prepared (n, % yield, and m.p. given): 3, 95, 97°; 4, 80, 78°; 5, 95, 102°. II.HCl (0.08 mole) and 16.0 g. Et3N in 80 ml. absolute THF let stand 3 days at room temperature in a stoppered flask with intermittent shaking and the solution filtered and fractionated gave the following III (n, % yield, and b.p./ mm. given): 3, 53, 196-8°/0.1; 4, 70, 207-9°/0.04; 5, 50, 21821°/0.01. III (n = 3) (0.5 g.) and 0.7 g. PhNCO in 10 ml. THF let stand 2 days and evaporated gave 1.1 g. VII, m. 124-5° (95% EtOH). III and 3 mol. equivalents IV or V heated at 220-30° (oil bath) under N evolution of NH3 ceased (15-60 min.) and the mixture cooled and washed with Et2O gave VIII and IX, resp. The following VIII and IX were prepared (n, % yield, and m.p. given): VIII: 3, 85, 160-1° (THF) (O-Ac derivative m. 88-9°); 4, 79, 1645° (THF) (O-Ac derivative m. 95-7°; O,N-di-Ac deriv, m. 68-9°); 5, 55, 106° (EtOAc) (O,N-di-Ac derivative m. 78-9°); IX: 3, 34, 145-6° (dioxane); 4, 45, 157-8° (THF); 5, 60, 185-7° (dioxane). The O-Ac derivatives of VIII were prepared by reaction of VIII and 1.2 mol. equivalents Ac2O in C2H5N at room temperature; the O,N-di-Ac derivatives of VIII were prepared by reaction of VIII and 2.5 mol. equivalents Ac2O in C5H5N at 100% III (n = 3) (0.5 g.) and 0.7 g. V heated 1 hr. at 250-60° (N atm.) and the mixture cooled and washed with Et2O gave 0.5 g. X, m. 143-4° (THF). Ir and uv data were given for III (n = 3, 4, and 5). The experimental part of the paper was very detailed, including the reaction process of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Product Details of 2403-66-9)
3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Product Details of 2403-66-9 However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem