Some common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of Methyl 4-amino-3-iodobenzoate
A solution of 3.00 g (10.8 mmol) of methyl 4-amino-3-iodobenzoate and 1.30 g (54.1 mmol) of lithium hydroxide in 150 ml of a dioxane/water mixture (1:1) was stirred at room temperature for 6 h. The dioxane was distilled off in vacuo, and the remaining aqueous phase was adjusted to pH 5 with 1 M hydrochloric acid. The precipitate was filtered off with suction and washed with water. 2.80 g (98%) of the title compound were obtained as a solid. HPLC (Kromasil RP-18, 60*2.1 mm, eluent=A: H2O+5 mL HClO4/L; B: acetonitrile; gradient=0-4.5 min 98% A-90% B; 4.5-6.5 min 90% B; 0.75 mL/min; temp.: 30 C., UV detection at 21 nm): Rt=3.51 min 1H-NMR (300 MHz in D6-DMSO) delta=5.98 (s, 2H), 6.74 (d, 1H), 7.63 (m, 1H), 8.10 (s, 1H), 12.33 (s, broad, 1H) MS (ESI+): m/z=281 [M+NH4]+
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19718-49-1, its application will become more common.
Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Hendrix, Martin; Boebeta, Frank-Gerhard; Erb, Christina; Krueger, Joachim; Luithle, Joachim; Methfessel, Christoph; Schreiber, Rudy; Wiese, Welf-Burkhard; US9139579; (2015); B2;,
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