Related Products of 32024-15-0, A common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, its 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.
General procedure: The reactants – corresponding aldehyde (entries 1-60, Tables 1 and 2) (1.5 mmol), CH3NH3Cl (2-10 mol eq, Tables 1 and 2) and the base (2-10 mol eq, Tables 1 and 2) (the amount of CH3NH3Cl and NaHCO3 were equimolar) – were grinded in a mortar with a pestle for 10 min and then left to stand at room temperature from 1 h to overnight (Tables 1 and 2). The reaction was monitored by TLC, GCMS and 1H NMR. The reaction mixture was taken up with Et2O and the resultant suspension was filtrated through a layer of anhydrous MgSO4. The solvent was evaporated in vacuo to give the crude product. Some of the obtained azometines were pure enough for spectral characterization, while the others were purified by MPLC. The products were characterized by IR, 1H, and 13C NMR, MS, whenever they were synthesized in the sufficient amounts. The spectral data of the known compound were compared with those from the literature and showed favorable agreement. 4.6.21 N-(3-iodo-4,5-dimethoxybenzylidene)methanamine (2v) Colorless oil; FTIR (neat): 3087, 2990, 2968, 2926, 2850, 1646 (C=N), 1586, 1560, 1461, 1403, 1364, 1267 (C-O-C, asym.), 1228, 1136, 1164, 1042 (C-O-C, sym.), 1004, 946, 835, 798, 747, 641 cm-1; EIMS m/z 305 [M]+ (100.0), 304 [M-H]+ (39.0), 290 [M-CH3]+ (17.4), 274 [M-OCH3]+ (10.9), 259 [M-CH3-OCH3]+ (4.2), 246 [M-NCH3-CH3-CH3]+ (4.8), 178 [M-I]+ (4.0), 163 [M-I-CH3]+ (7.6), 162 [M-H-I-CH3]+ (8.4), 148 [M-I-NH2CH2]+ (11.5), 132 [M-I-CH3-OCH3]+ (12.9), 118 [M-I-NCH3-OCH3]+ (12.2), 90 (4.5), 89 (10.4), 77 (9.9), 65 (6.0), 63 (7.7), 51 (4.7), 50 (5.7), 42 [M-C6H2(OCH3)2I]+ (18.0); 13C NMR (CDCl3, 50 MHz): 48.0, 56.0, 60.5, 92.0, 110.2, 131.5, 134.7, 150.9, 152.8, 160.3; 1H NMR (CDCl3, 200 MHz): 3.51 (d, J = 1.6 Hz, 3H, NCH3), 3.86 (s, 3H, C5-OCH3)*, 3.90 (s, 3H, C4-OCH3) *, 7.36 (d, J = 1.8 Hz, 1H, H2), 7.57 (d, J = 1.8 Hz, 1H, H6), 8.13 (q, J = 1.6 Hz, 1H, N=CH); Calcd for C10H12INO2: C 39.36, H 3.96, N 4.59, O 10.49%; found: C 39.42, H 3.94, N 4.56%; RI (HP-5MS) 1832.
The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Radulovi?, Niko S.; Miltojevi?, Ana B.; Vuki?evi?, Rastko D.; Comptes Rendus Chimie; vol. 16; 3; (2013); p. 257 – 270;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com