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, 5-Iodo-4-methyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.
Application of 15813-07-7, The chemical industry reduces the impact on the environment during synthesis 15813-07-7, name is 5-Iodo-4-methyl-1H-imidazole, I believe this compound will play a more active role in future production and life.
To a stirred solution of 4-lodo-5-methyl-1 H-imidazole (5g, 24mmol) in THF (100mL) cooled to 0C was added sodium hydride (60% dispersed in mineral oil) (1 .06g, 26mmol), the resulting suspension was stirred for 1 hr at this temperature. 2-(Trimethylsilyl)ethoxymethyl chloride (4.25ml_, 24mmol) was added slowly and the solution was allowed to warm to room temperature overnight. Further Sodium hydride (60% dispersed in mineral oil) (0.5 eq) was added and the solution was stirred for 1 .5hr. A small amount of water was added before the the solution was concentrated in vacuo. Water and DCM were added and the solution partitioned. The aqueous layer was washed with further DCM (x2) before the combined organics were passsed through a phase separator and concentrated to dryness in vacuo to afford a dark yellow oil. The residue was dissolved in DCM and purified by flash column chromatography (80g S1O2, 0-50% EtOAc in Heptane). TLC still showed both regioisomers together in all fractions so the fractions were concentrated to dryness in vacuo to afford 2-[(4-iodo-5-methyl-imidazol-1 -yl)methoxy]ethyl-trimethyl-silane and 2-[(5-iodo-4-methyl- imidazol-1 -yl)methoxy]ethyl-trimethyl-silane in a ratio of 1 : 0.6 in favour of the title product (5.59g, 17mmol, 69% yield) as a yellow oil. MS Method 2: RT: 1 .44 min, ES+ m/z 339.1 [M+H]+ and 1 .84 min, ES+ m/z 339.1 [M+H]+ H NMR (400MHz, CDCb) delta/ppm: 7.73 ( s, 1 H, minor), 7.49 (s, 1 H, major), 5.22 (s, 2H, both regioisomers), 3.40-3.50 (m, 2H, both regioisomers), 2.27 (s, 3H, major), 2.26 (s, 3H, minor), 0.85- 0.93 (m, 2H, both regioisomers), 0.03 (s, 9H, both regioisomers).
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, 5-Iodo-4-methyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.