2-(2-BENZIMIDAZOYLAMINO)-1-ETHANOL 97 synthesis
- Product Name:2-(2-BENZIMIDAZOYLAMINO)-1-ETHANOL 97
- CAS Number:57262-38-1
- Molecular formula:C9H11N3O
- Molecular Weight:177.2
Yield:57262-38-1 97%
Reaction Conditions:
with Sodium hydrogenocarbonate at 140; for 14 h;
Steps:
5.1.11 5.1.11. 2-[(1H-Benzimidazol-2-yl)amino]ethan-1-ol (12a)
A mixture of 2-chlorobenzimidazole 10 (10.0 g, 65.5 mmol) and 2-aminoethanol 11a (12.0 mL, 199 mmol) was stirred at 140 °C for 14 h. After cooling to room temperature, saturated NaHCO3 aqueous solutionand H2O were added to the reaction mixture with stirring. The resulting precipitate was collected by filtration, washed with H2O and dried to give 12a (11.2 g, 97%) as a beige solid. 1H NMR (DMSO-d6) δ 3.35 (t,3H, J=5.9 Hz), 3.54-3.59 (m, 2H), 4.96 (br-s, 1H), 6.48 (br-s, 1H),6.81-6.88 (m, 2H), 7.08-7.15 (m, 2H); MS (ESI) m/z 178 [M+H]+.
References:
Chino, Ayaka;Honda, Shugo;Morita, Masataka;Yonezawa, Koichi;Hamaguchi, Wataru;Amano, Yasushi;Moriguchi, Hiroyuki;Yamazaki, Mayako;Aota, Masaki;Tomishima, Masaki;Masuda, Naoyuki [Bioorganic and Medicinal Chemistry,2019,vol. 27,# 16,p. 3692 - 3706]
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