Category: 58755-70-7

Synthetic Route of 58755-70-7, A common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

K3PO4 (5.09 g, 24.0 mmol) and PdCl2(dppf)¡¤CH2Cl2 (327 mg, 0.400 mmol) was added to a solution of 4-iodo-3-nitroanisole (33, 2.28 g, 8.00 mmol) and 8 (2.18 g, 8.80 mmol) in DMF (30 ml) and water (0.6 ml) under argon atmosphere, and the mixture was stirred for 3 h at 70 C. The reaction mixture was filtered through Celite, and the filtrate was diluted with water, extracted with methylene chloride. The organic layer was washed with water and brine, dried with sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate 15:1 to 10:1) to give 34 (orange solid, 1.78 g, 6.52 mmol, 81%). Mp 137.5-138.0 C; 1H NMR (500 MHz, CDCl3) delta 7.43 (d, 1H, J=2.6 Hz), 7.28 (d, 1H, J=8.5 Hz), 7.15 (d, 1H, J=7.7 Hz), 7.14 (dd, 1H, J=8.5, 2.7 Hz), 6.87 (d, 1H, J=7.6 Hz), 6.71 (s, 1H), 3.87 (s, 3H), 3.67 (s, 3H), 2.39 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 158.81, 155.73, 150.04, 139.58, 133.23, 129.35, 125.19, 123.94, 121.76, 118.85, 111.55, 108.94, 55.78, 55.00, 21.61; HRMS (FAB+) m/z 274.1075 [(M+H)+: calcd for C15H16NO4, 274.1079].

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwashita, Masazumi; Fujii, Shinya; Ito, Shigeru; Hirano, Tomoya; Kagechika, Hiroyuki; Tetrahedron; vol. 67; 33; (2011); p. 6073 – 6082;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 58755-70-7, The chemical industry reduces the impact on the environment during synthesis 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, I believe this compound will play a more active role in future production and life.

General procedure: The appropriate 4-substituted-1-iodo-2-nitrobenzene 10 (1mmol), appropriate 1,3-disubstituted-5-aminopyrazole 11 (1.3mmol), and anhydrous potassium carbonate (248mg, 1.8mmol) were heated in the presence of rac-BINAP (23mg, 0.036mmol, 3.7mol%), Pd2dba3 (23mg, 0.024mmol, 2.5mol%), and 18-crown-6 (10mg, 0.038mmol) in toluene (8mL, purged with argon) at 100C. The reaction was carried out under argon for 24h. After cooling the reaction mixture was filtered and purified using column chromatography on aluminium oxide with toluene, or a toluene-ethyl acetate mixture (10:1) as an eluent. The product was recrystallized from toluene.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Iodo-4-methoxy-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Danel, Andrzej; Wojtasik, Katarzyna; Szlachcic, Pawe?; Gryl, Marlena; Stadnicka, Katarzyna; Tetrahedron; vol. 73; 34; (2017); p. 5072 – 5081;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com