Category: 37067-95-1

Synthetic Route of 37067-95-1,Some common heterocyclic compound, 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, molecular formula is C4H5IN2, 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.

HL3: 1,3-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (1.0 mmol), Pd(OAc)2 (0.05 equiv), PPh3 (0.2 equiv), 1-methyl-2-iodoimidazole (2.5 mmol) were resolved in dimethoxyethane/2M K2CO3 aqueous solution (20 mL, 1:1) under nitrogen atmosphere. The mixture was heated and refluxed for 24 h. After being cooled to room temperature, the reaction mixture was diluted with EtOAc, and poured into a brine solution. The organic layer was separated, and washed with the water, dried, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to obtain the pure product HL3 in 34% yield. 1H NMR (CDCl3): 3.72 (s 6H), 7.12 (d, 2H), 7.47 (t, 1H), 7.48 (d, 2H), 7.56 (s, 1H), 7.72 (d, 2H).

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

Reference:
Patent; Arizona Board of Regents for and on Behalf of Arizona State University; US2011/301351; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

A suspension of compound 38 (1.38g; 3.46mmol), 2-iodo-1 -methyl-1 H-imidazole (0.45g; 2.16mmol) and Et3N (3.0mL; 21.6mmol) in DMSO (25ml_) was degassed under N2. Dichlorobis(triphenylphosphine)-palladium (304mg; 0.43mmol) and copper(l) iodide (41 mg; 0.22mmol) were added and the reaction mixture was stirred at 90C for 1 .5 hours. The reaction mixture was cooled to room temperature, poured onto waterand extracted with EtOAc. The organic layer was decanted, washed with brine, dried (MgS04), filtered and evaporated to dryness. The residue was purified bychromatography over silica gel (Irregular SiOH, 15-40mueta”, 300g MERCK; mobile phase, 0.4% NH4OH, 96% DCM, 4% MeOH). The pure fractions were collected and evaporated to dryness. The residue (780mg) was then purified by achiral super critical fluid chromatography on (2 AMINO 6muetaiota 150×21 .2mm; mobile phase, 0.3% 2-propylamine, 80% C02, 20% MeOH). The pure fractions were collected and evaporated to dryness, yielding 430mg (41 %) of compound 300. This fraction was taken up with CH3CN. The precipitate was filtered off and dried yielding 377mg (36%) of compound 300. MP=192C (DSC).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 37067-95-1.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 37067-95-1,Some common heterocyclic compound, 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, molecular formula is C4H5IN2, 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.

HL3: 1,3-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (1.0 mmol), Pd(OAc)2 (0.05 equiv), PPh3 (0.2 equiv), 1-methyl-2-iodoimidazole (2.5 mmol) were resolved in dimethoxyethane/2M K2CO3 aqueous solution (20 mL, 1:1) under nitrogen atmosphere. The mixture was heated and refluxed for 24 h. After being cooled to room temperature, the reaction mixture was diluted with EtOAc, and poured into a brine solution. The organic layer was separated, and washed with the water, dried, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to obtain the pure product HL3 in 34% yield. 1H NMR (CDCl3): 3.72 (s 6H), 7.12 (d, 2H), 7.47 (t, 1H), 7.48 (d, 2H), 7.56 (s, 1H), 7.72 (d, 2H).

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

Reference:
Patent; Arizona Board of Regents for and on Behalf of Arizona State University; US2011/301351; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 37067-95-1, A common heterocyclic compound, 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, molecular formula is C4H5IN2, 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.

b) Synthesis of N1-methyl-N1-(1-methyl-1H-imidazol-2-yl)ethane-1,2-diamine A mixture of 4.8 g (23.0 mmol) 2-iodine-1-methyl-imidazol, 12.2 ml (138.0 mmol) N-methyl-ethylene-diamine, 80 mg (1.3 mmol) copper and 374 mg (3.8 mmol) copper(I) chloride was heated for 1 h to 70 C. erhitzt. After cooling to RT, the solution was received with brine and DCM and the phases were separated. The organic phase was dried over MgSO4, filtered and concentrated in a vacuum. CC (DCE/EtOH/conc. aq. NH4OH sol. 5:1:0.06) was performed with the residue, whereby 215 mg (1.4 mmol, 6%) N1-methyl-N1-(1-methyl-1H-imidazol-2-yl)ethane-1,2-diamine was obtained.

The synthetic route of 37067-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Grunenthal GmbH; US2008/261996; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem