Category: 78597-27-0

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. 78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Iodo-1H-benzo[d]imidazole

Preparation 23 Preparation of a Mixture OF 6-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole and 5-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole Stir 5-IODO-LH-BENZOIMIDAZOLE (U. S. S. R. pat. 1616911,30 Dec. 1990; 2.0 g, 8.2 mmol), 2- (2-bromoethoxy) tetrahydro-2H-pyran (4.0 mL, 26.5 mmol), sodium hydride (0.78 g, 32.8 mmol) in DMF (20 mL) at room temperature for 2 h. Extract the product with 3: 1 CHLOROFORM/ISOPROPYL alcohol and wash with saturated sodium chloride. Dry the organic phase over sodium sulfate and filter to give a dark yellow oil. Purify by silica gel flash chromatography eluting with dichloromethane to 10% THF/90% dichloromethane to afford a light yellow oil as a mixture of the two titled compounds (2.59 g, 83%). MS (electrospray, m/z) 387.1 (M+1).

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:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 6-Iodo-1H-benzo[d]imidazole

To a solution of (4-(3 -ethynylimidazo [1,2 -bjpyridazin-6-yl)phenyl)(4-methylpiperazin- 1- yl)methanone (30 mg, 0.089 mmol), and 5-iodo-1H-benzo[djimidazole in a mixture of THF and DMF (2:1, 1.5 mL) was added PdC12(PPh3)2 (3.0 mg, 0.004 mmol), Cul (1.6 mg, 0.0086 mmol), Et3N (1 mL) and then the reaction mixture was stirred? at room temperature for 12 h. The reaction mixture was concentrated in vacuo to dryness and the residue was purified by column chromatography (silica gel, eluent CH2C12/MeOH 95:5-9O: 10) to afford (4-(3-((1H- benzo [di imidazol-5-yl)ethynyl)imidazo [1 ,2-bjpyridazin-6-yl)phenyl)(morpholino)methanone (90 mg, 67%, AUC HPLC 99%) as a yellow solid. ?H NMR (400 MHz, DMSO-56) 5 (ppm):8.35 (s, 1H), 8.32 (d, J= 9.5 Hz, 1H), 8.21 (d, J= 8.4Hz,2H),8.20(s, 1H), 7.96(d, 1=9.5Hz, 1H),7.91 (s, 1H), 7.70(d, 1= 8.2Hz, 1H), 7.63 (d, J= 8.4 Hz, 2H), 7.49 (dd, J= 8.2, 1.2 Hz, 1H),3.79-3.32 (m, 8H); ?3C NMR (100 MHz, DMSO-d6) 5 (ppm: 168.52, 151.31, 143.81, 138.66,138.31, 137.19, 135.74, 127.84, 127.13, 126.34, 125.42, 117.50, 114,82, 112.69, 99.59,74.78, 66.04, 47.66; MS (ESI) mlz 449 [C26H20N602+Hjt

The synthetic route of 78597-27-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH (A*STAR); NACRO, Kassoum; CHENNAMANENI, Lohitha Rao; (62 pag.)WO2019/13703; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 78597-27-0, A common heterocyclic compound, 78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, molecular formula is C7H5IN2, 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) 5-((Trimethylsilyl)ethynyl)- 1 H-benzo [djimidazoleA solution of of the compound of Intermediate Example 12(a) (0.7 g, 2.56 mmol) inDMF-Et3N (1:1; 10 ml) was degassed by N2 bubbling for 15 mm. Pd(dppf)Cl2 (0.11g,. 0.14. mmol, 0.05 eq), copper(]) iodide (0.054g, 0.25 mmol, 0.1 eq) and ethynyltrimethylsilane.(0.3 g, 3.15 mmol; 1.1 eq) were added sequentially and the mixture was stirred for 12 h at RT. The mixture was quenched and extracted as in Intermediate Example 1. The solvent was distilled off and the crude residue was recrystallized fromhexane to afford the title product in 57 % yield (0.35 g). LC-MS (ESI): Calculated mass:214.09;Observed mass: 215.5 jM+H] + (rt: 0.22 mm).

The synthetic route of 78597-27-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORION CORPORATION; RAJAGOPALAN, Srinivasan; APPUKUTTAN, Prasad; NARASINGAPURAM ARUMUGAM, Karthikeyan; UJJINAMATADA, Ravi Kotrabasaiah; GEORGE, Shyla; LINNANEN, Tero; WO2014/162039; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Iodo-1H-benzo[d]imidazole

Preparation 23 Preparation of a Mixture OF 6-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole and 5-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole Stir 5-IODO-LH-BENZOIMIDAZOLE (U. S. S. R. pat. 1616911,30 Dec. 1990; 2.0 g, 8.2 mmol), 2- (2-bromoethoxy) tetrahydro-2H-pyran (4.0 mL, 26.5 mmol), sodium hydride (0.78 g, 32.8 mmol) in DMF (20 mL) at room temperature for 2 h. Extract the product with 3: 1 CHLOROFORM/ISOPROPYL alcohol and wash with saturated sodium chloride. Dry the organic phase over sodium sulfate and filter to give a dark yellow oil. Purify by silica gel flash chromatography eluting with dichloromethane to 10% THF/90% dichloromethane to afford a light yellow oil as a mixture of the two titled compounds (2.59 g, 83%). MS (electrospray, m/z) 387.1 (M+1).

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:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem