Category: 5326-39-6

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. 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

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.

According to the analysis of related databases, 5326-39-6, the application of this compound in the production field has become more and more popular.

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

Application of 5326-39-6,Some common heterocyclic compound, 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, molecular formula is C7H6INO2, 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.

Synthesis example 1 4,4′-dimethyl-2-nitro-1,1′-biphenyl A flask, covered with aluminium foil, was charged with 5.0 g (19 mmol) 4-iodo-3-nitrotoluene, 4.14 g (19 mmol) 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)toluene, 20 ml toluene and 20 ml 2 M potassium carbonate (aq). The mixture was evacuated and charged with argon for three times, after which 2 mol% Pd(PPh3)4 was added. Evacuation and filling with argon was repeated once and the mixture was stirred for 60 hours at reflux temperature. The mixture was allowed to cool to room temperature, the organic layer was separated, dried (MgSO4), filtered and concentrated. After column chromatography (SiO2, hexane/dichloromethane, 60/40, v/v) 4.3 g of product was obtained. 1H NMR (CDCl3): delta 7.64 (d, J=1.5 Hz, 1H), 7.41 (dd, J=1.5 Hz, J=8 Hz, 1H), 7.32 (d, J=8 Hz, 1H), 7.26-7.19 (m, 4H), 2.47 (s, 3H), 2.40 (s, 3H). 13C NMR (CDCl3): delta 149, 138, 138, 134, 133, 133, 132, 129, 128, 124, 21, 21.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-methyl-2-nitrobenzene, its application will become more common.

Reference:
Patent; Koninklijke Philips Electronics N.V.; EP1838671; (2008); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5326-39-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of i-1 (1-Iodo-4-methyl-2-nitro-benzene, 0. 0038 mol), methyl-vinylketone (0.0076 mol), Et3N (0.0076 mol) and Pd (OAc) 2 (0.00019 mol) in CH3CN (6 ml) were stirred in a microwave oven (100C, 100 W) for 5 min. The reaction was then filtered through a pad of celite and the filtrate was concentrated. The residue was purified by column chromatography over silica gel (eluent: CH2Cla/Cyclohexane 70/30). Yield: 0.65 g of i-2 (4- (4-Methyl-2-nitro-phenyl)-but-3-en-2-one, 78%, melting point: 58C).

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-methyl-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/58871; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5326-39-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, A new synthetic method of this compound is introduced below.

General procedure: To a mixture of 3-bromo-2-nitrotoluene 15c (2.13g, 9.86mmol) and 1,4-dioxane (50mL) were added 2-imidazolidone 16a (4.01g, 46.6mmol), Cs2CO3 (4.71g, 14.5mmol), tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3; 400mg, 0.437mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (XantPhos; 503mg, 0.869mmol) under argon atmosphere. The mixture was stirred at 100C for 19.5h. After cooling to room temperature, the mixture was filtered and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 0-5% MeOH in CHCl3), and concentrated in vacuo. To a mixture of the residue in EtOH (12mL) and H2O (3.0mL) were added FeCl3¡¤6H2O (99.0mg, 0.366mmol), N2H4¡¤H2O (1.10mL, 22.7mmol), and activated carbon (102mg). The mixture was stirred under reflux for 14h. After cooling to room temperature, the mixture was filtered through a pad of Celite. The filtrate was diluted with EtOAc, and washed with H2O and brine. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. A mixture of the residue and POCl3 (2.00mL, 21.8mmol) was stirred at 100C for 5h. After cooling to room temperature, the reaction mixture was concentrated in vacuo. 1M NaOH aqueous solution was added to the residue followed by extraction with CHCl3/MeOH co-solvent. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 0-3% MeOH in CHCl3) to give 17c (345mg, 20% in 3 steps) as a brown solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; 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; vol. 27; 16; (2019); p. 3692 – 3706;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com