3-(1H-IMIDAZOL-1-YLMETHYL)ANILINE synthesis
- Product Name:3-(1H-IMIDAZOL-1-YLMETHYL)ANILINE
- CAS Number:120107-85-9
- Molecular formula:C10H11N3
- Molecular Weight:173.21
1000210-73-0
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Yield: 90%
Reaction Conditions:
with sulfuric acid in 1,4-dioxane;methanol at 25; for 4 h;
Steps:
1.C
The title compound from Step B above (7.64g, 27.95mmoles) was dissolved in methanol (148ml_) and 10% cone. H2SO4 in dioxane (v/v) (380.8mL) was added. The solution was stirred at 25°C for 4h. The solution was diluted with methanol and BioRad AG 1-X8 (OH") resin was added until the pH was basic. The resin was filtered off and washed with methanol. The combined filtrates were evaporated to dryness and the residue was chromatographed on silica gel using 2.5% (10% cone. NH4OH in methanol)-dichloromethane as the eluant to give the title compound (4.36g, 90%): CIMS: m/z 174.25 (MH+); δH (CDCI3), 3.44 (2H, bs, NH2), 5.02 (2H, s, CH2-Im), 6.39 (1 H, s, Im-H5), 6.55 (1 H, d, Ar-H4), 6.62 (1 H, dd, Ar-H5), 6.91 (1 H, s, Im- H4), 7.07 (1 H, s, Ar-H2), 7.13 (1 H, m, Ar-H6) and 7.54ppm (1 H, s, Im-H2); δc (CDCI3) CH2: 50.8; CH: 113.4, 114.8, 117.2, 119.5, 129.8, 130.0, 137.7; C: 137.6, 147.1.
References:
SCHERING CORPORATION WO2006/65794, 2006, A1 Location in patent:Page/Page column 183
56643-75-5
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120107-85-9
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5587-42-8
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3958-57-4
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120107-85-9
54 suppliers
$45.00/100mg
3958-57-4
237 suppliers
$17.00/10g
120107-85-9
54 suppliers
$45.00/100mg