Category: 17334-08-6

These common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, 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. Safety of (1-Methyl-1H-imidazol-2-yl)methanol

Synthesis of 2-(Chloromethyl)-1-methyl-1H-imidazole Hydrochloride (BB7) To a solution of (BB6) (35.5 g, 316.96 mmol) in DCM (1500 mL) was added SOCl2 (330 mL, 4436 mmol) at 0 C. The reaction was warmed to ambient temperature and stirred for 5 h. The reaction mixture was concentrated, the residue was washed with DCM (2*500 mL), followed by Et2O (2*200 mL) to obtain (BB7) (50 g, 95%) as an off-white solid. Rf: 0.4 (EtOAc). 1H NMR (400 MHz, DMSO-d6): delta 7.76 (1H, app d), 7.70 (1H, app d), 5.17 (2H, s), 3.87 (3H, s); ink 131 (MH)+.

The synthetic route of (1-Methyl-1H-imidazol-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; ST GEORGE’S HOSPITAL MEDICAL SCHOOL; US2012/322722; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, 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. Recommanded Product: (1-Methyl-1H-imidazol-2-yl)methanol

The starting material was prepared as follows: 1,1′-(Azodicarbonyl)dipiperidine (756 mg, 3 mmol) was added to a mixture of 4-(4-chloro-5-diphenyl-t-butylsilyloxy-2-fluoroanilino)-7-hydroxy-6-methoxyquinoline (572 mg, 1 mmol), (prepared as described for the starting material in Example 20), tributylphosphine (300 mg, 3 mmol), and 2-hydroxymethyl-1-methylimidazole (134 mg, 1.2 mmol), (J. Chem. Soc. 1927, 3128-3136), in a mixture of methylene chloride (20 ml) and toluene (20 ml).. The mixture was stirred at ambient temperature for 1 hour and acetic acid (120 mg, 2 mmol) was added, followed by ether.. The insoluble materials were removed by filtration and the volatiles were removed by evaporation.. The residue was purified by column chromatography eluding with methylene chloride/acetonitrile/methanol (50/40/10 increasing to 50/30/20) to give 4-(4-chloro-5-diphenyl-t-butylsilyloxy-2-fluoroanilino)-6-methoxy-7-(1-methylimidazol-2-ylmethoxy)quinoline (280 mg, 42%). 1H NMR Spectrum: (DMSOd6) 1.1 (s, 9H); 3.7 (s, 3H); 3.9 (s, 3H); 5.3 (s, 2H); 5.95 (d, 1H); 6.5 (d, 1H); 6.9 (s, 1H); 7.2 (s, 1H); 7.4-7.5 (m, 7H); 7.6 (s, 1H); 7.65-7.75 (m, 5H); 8.1 (d, 1); MS-ESI: 667 [MH]+.

The synthetic route of (1-Methyl-1H-imidazol-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6809097; (2004); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 17334-08-6, A common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, molecular formula is C5H8N2O, 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.

To 1.12 g of 1-methyl-2-imidazolemethanol are added dropwise 1.8 ml of thionyl chloride at 0 C. After 18 hours at 20 C., the mixture is heated at 70 C. for 2 hours. The reaction medium is concentrated to give the expected product quantitatively. 1H NMR delta in ppm (DMSO d6): 3.90 (s, 3H); 5.22 (s, 2H); 5.36 (t, 1H); 7.77 (d, 1H); 7.80 (d, 1H).

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; SANOFI-AVENTIS; US2007/185136; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17334-08-6,Some common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, molecular formula is C5H8N2O, 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.

2-CARBOMETHOXYIMIDAZOLE After a solution of 3.2 g (8.7 mmol.) of 1-trityl-2-carbomethoxyimidazole in 40 mL of a 5percent solution of acetic acid in methanol was refluxed for 30 minutes, it was concentrated in vacuo. Recrystallization from ethanol afforded colorless needles, mp 187°-188° C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Methyl-1H-imidazol-2-yl)methanol, its application will become more common.

Reference:
Patent; Marion Merrell Dow Inc.; US5039691; (1991); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, 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. Recommanded Product: (1-Methyl-1H-imidazol-2-yl)methanol

Synthesis of 2-(Chloromethyl)-1-methyl-1H-imidazole Hydrochloride (BB7) To a solution of (BB6) (35.5 g, 316.96 mmol) in DCM (1500 mL) was added SOCl2 (330 mL, 4436 mmol) at 0 C. The reaction was warmed to ambient temperature and stirred for 5 h. The reaction mixture was concentrated, the residue was washed with DCM (2*500 mL), followed by Et2O (2*200 mL) to obtain (BB7) (50 g, 95%) as an off-white solid. Rf: 0.4 (EtOAc). 1H NMR (400 MHz, DMSO-d6): delta 7.76 (1H, app d), 7.70 (1H, app d), 5.17 (2H, s), 3.87 (3H, s); ink 131 (MH)+.

The synthetic route of (1-Methyl-1H-imidazol-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; ST GEORGE’S HOSPITAL MEDICAL SCHOOL; US2012/322722; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 17334-08-6, 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. 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows.

1-Methyl-2-hydroxymethyl imidazole (15.0 g, 134 mmol) was added, with shaking and exclusion of moisture, over a period of 15 min to ice cooled thionyl dichloride (24.6 mL, 30 g, 0.25 mol). The reactants were then heated under reflux for 15 min. The cooled solution was evaporated under reduced pressure followed by recrystallization from ethanol (25 mL) and dried under high vacuum to give 2-(chloromethy1)-1-methyl-1H-imidazole hydrochloride as brown crystals. Yield: 15.1g, 88%. 1H NMR (CDCl3) delta ppm: 7.79 (s, 1H), 7.70 (s, 1H), 5.2 (s, 2H), 3.86 (s, 3H). 3C NMR (CD3OD) delta ppm: 142.05, 124.7, 119.08, 33.9, 31.4. TOF-MS m/z: 131.0384 (M+H+, 100%). Molecular formula of cation, C5H7N2Cl, calculated m/z of cation: 131.04 (M+H+)

The chemical industry reduces the impact on the environment during synthesis (1-Methyl-1H-imidazol-2-yl)methanol. I believe this compound will play a more active role in future production and life.

Synthetic Route of 17334-08-6, A common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, molecular formula is C5H8N2O, 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.

This compound was synthesised using a modified procedure described in literature.6 1-Methyl-2-hydroxymethyl imidazole (6.500 g, 58.000 mmol) was added in small portions to SOCl2 (12.7 mL, 174 mol) at 0 C. The mixture was heated under reflux for 30 min. After cooling, the solution was concentrated under reduced pressure followed by recrystallization from ethanol (17 mL) to afford 2-(chloromethy1)-1-methyl-1H-imidazole hydrochloride. Yellow crystals; 7.580g, yield: 78%. The NMR spectrum was according to literature.6 1H NMR (CDCl3) delta = 7.79 (d, 1H, J = 1.9 Hz; ImH), 7.70 (d, 1H, J = 1.9 Hz; ImH), 5.20 (s, 2H; CH2Cl), 3.86 ppm (s, 3H; NCH3).

The synthetic route of 17334-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ionescu, Alexandra; Cornut, Damien; Soriano, Sebastien; Guissart, Celine; Van Antwerpen, Pierre; Jabin, Ivan; Tetrahedron Letters; vol. 54; 45; (2013); p. 6087 – 6089;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, 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. Safety of (1-Methyl-1H-imidazol-2-yl)methanol

2-Chloromethyl-1-methyl-imidazolhydrochloride The 2-chloromethyl-1-methyl-imidazolhydrochloride is produced according to the description above. 20 ml thionylchloride is added to a suspension of 5.61 g 1-methylimidazolyl-1-methanol in 5 ml dry benzene. Two phases are built. Stir vigorously for half an hour. Then the combined solvents are rotated off and a bright brown product remains. 1H-NMR (CDCl3; 270 MHz): 7.75 (d; 1H); 7.68 (d; 1H); 5.16 (s; 2H); 3.86 (s, 3H); 3.42 (s; 3H). 13C-NMR: 141.5; 124.7; 119.4; 34.2; 31.7 ppm.

The synthetic route of 17334-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Unilever Home & Personal Care USA, division of Conopco, Inc.; US6646122; (2003); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

17334-08-6, These common heterocyclic compound, 17334-08-6, name is (1-Methyl-1H-imidazol-2-yl)methanol, 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.

To 2-hydroxymethyl-1-methylimidazole (874 mg) was added thionyl chloride (10 ml) at 0C, and the mixture was heated for 30 minutes under nitrogen atmosphere at 90C. The mixture was allowed to be at room temperature. The solvent was distilled off under reduced pressure and the obtained residue was recrystallized from ethyl acetate, to give 2-chloromethyl-1-methylimidazole hydrochloride (1.15 g) as brown crystals. 1H-NMR (200 MHz, DMSO-d6) delta 3.88 (3H, s), 5.19 (2H, s), 7.72 (1H, d, J = 1.8 Hz), 7.78 (1H, d, J = 1.8 Hz). Elemental Analysis C5H8N2Cl2 Calcd. C, 35.95; H, 4.83; N, 16.77; Found. C, 35.74; H, 5.03; N, 16.45.

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 17334-08-6.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1422228; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem