Analyzing the synthesis route of 847685-01-2

According to the analysis of related databases, 847685-01-2, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 847685-01-2, name is 4,5-Difluoro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4F2IN

General procedure: To a solution of iodoaniline 2 (5.00 mmol) and ethynyltrimethylsilane (1.47 g, 15.00 mmol) in Et3N (10 mL) in a Schlenk flask under argon were added Pd(PPh3)2Cl2 (175 mg, 0.25 mmol) and CuI (95 mg, 1.50mmol). The reaction mixture was heated at 40 C for the required period (Table 1) with stirring. Then, the mixture was diluted with CH2Cl2(10 mL). The suspension was placed directly onto a chromatography plate (silica gel) and air-dried. The trimethylsilanyl ethynylanilines 3 were isolated by TLC using EtOAc/hexane as the eluent. 4,5-Difluoro-2-[(trimethylsilyl)ethynyl]aniline (3a) Brown oil; yield: 1.00 g (89%); Rf = 0.56 (EtOAc/hexane, 1:7). IR (neat): 3485, 3388, 2960, 2901, 2148, 1628, 1599, 1516, 1437, 1348, 1298, 1252, 1227, 1182, 1122, 870, 845, 762, 629 cm-1. 1H NMR (300 MHz, acetone-d6): delta = 7.07 [dd, J (H3,F4) = 10.8 Hz, J (H3,F5) = 8.8 Hz, 1 H, H3], 6.63 [dd, J (H6,F5) = 12.7 Hz, J (H6,F4) = 7.1 Hz, 1 H, H6], 5.01 (s, 2 H, NH2), 0.26 (s, 9 H, CH3). 13C NMR (100 MHz, acetone-d6): delta = 152.0 [dd, 1J (C5,F5) = 247.3 Hz, 2J (C5,F4) = 13.8 Hz, C5], 147.9 [d, 3J (C1,F5) = 10.0 Hz, C1], 142.3 [dd,1J (C4,F4) = 235.5 Hz, 2J (C4,F5) = 13.9 Hz, C4], 120.1 [dd, 2J (C3,F4) = 19.0 Hz, 3J (C3,F5) = 2.0 Hz, C3], 103.1 [m, 3J (C2,F4) = 7.2 Hz, C2], 102.8 [d, 2J (C6,F5) = 21.0 Hz, C6], 103.1 (m, C?C), 100.3 (m, C?C), 0.0 (s, CH3). 19F NMR (282 MHz, acetone-d6): delta = -134.4 [ddd, J (F5,F4) = 22 Hz, J (F5,H6) = 12.7 Hz, J (F5,H3) = 8.8 Hz, 1 F, F5], -153.2 [ddd, J (F4,F5) = 22.4 Hz, J (F4,H3) = 10.8 Hz, J (F4,H6) = 7.1 Hz, 1 F, F4]. HRMS (EI): m/z [M]+ calcd for C11H13F2NSi: 225.0780; found: 225.0781.

According to the analysis of related databases, 847685-01-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Politanskaya, Larisa; Tretyakov, Evgeny; Synthesis; vol. 50; 3; (2018); p. 555 – 564;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com