ChemicalBook CAS DataBase List METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE

METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE synthesis

4synthesis methods

Product Name:METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE
CAS Number:51718-80-0
Molecular formula:C6H9ClN2O2
Molecular Weight:176.6

67-56-1 Synthesis

67-56-1
738 suppliers
$9.00/25ml

3251-69-2
206 suppliers
$15.00/250mg

METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE

51718-80-0
23 suppliers
$275.00/250mg

Yield:51718-80-0 100%

Reaction Conditions:

with hydrogenchloride at 20; for 5.5 h;

Steps:

5

4-lmidazoleacetic acid hydrochloride (5.93 g, 36.47 mmol) in methanol (125 mL) was saturated with HCI gas and stirred at room temperature for 5.5 h, then concentrated to give a quantitative yield of 4-imidazoleacetic acid methyl ester hydrochloride as a white solid which had NMR (MeOH- d₄) δ 8.87 (d, J = 1.2 Hz, 1H), 7.46 (s, 1 H), 3.89 (s, 2H) 3.72 3) showed to be a 1.5:1 mixture of starting ester and 2-(1 H-imidazol-4-yl)-ethanol. This crude mixture was slurried in methylene chloride (30 mL) and triethylamine (3.3 mL, 23.6 mmoL) and p-toluenesulfonylchloride (4.45 g, 23.3 mmol) was added. THF (30 mL) was added to help dissolve the starting material. A vigorous reaction ensued. After stirring 20 min, the reaction was concentrated, the residue was partitioned between ethyl acetate and water. The organics were washed with sat. NaHCO₃ solution and brine, dried (MgSO₄) and concentrated to an oily^' white solid. Ether (50 mL) was added and the mixture was stirred vigorously for 30 min. to break up the solid. This material was filtered off and rinsed with ether to give 2.96g (30% from 4-imidazoleacetic acid hydrochloride) of pure 2-[1 -(toluene-4- sulfonyl)-1 H-imidazol-4-yl]-ethanol as a white solid which had: NMR (CDCI₃) δ 7.93 (d, J = 1.2Hz, 1H), 7.79 (d, J = 8.3 Hz, 2H), 7.33 (d, J= 8.3 Hz, 2H), 7.05 (d, J = 1.2 Hz, 1 H), 3.83 (t, J = 5.8 Hz, 2H), 2.74-2.71 (m, 2H), 2.42 (s, 3H).

References:

WO2007/34277,2007,A1 Location in patent:Page/Page column 56

67-56-1 Synthesis

67-56-1
738 suppliers
$9.00/25ml

645-65-8 Synthesis

645-65-8
87 suppliers
inquiry

51718-80-0
23 suppliers
$275.00/250mg

References

3251-69-2
206 suppliers
$15.00/250mg

51718-80-0
23 suppliers
$275.00/250mg

References

645-65-8 Synthesis

645-65-8
87 suppliers
inquiry

51718-80-0
23 suppliers
$275.00/250mg

References

METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE Related Search:

6-CHLORO-IMIDAZO[1,2-B]PYRIDAZINE-2-ACETIC ACID, METHYL ESTER