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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List METHYL 2-(1H-IMIDAZOL-4-YL)ACETATE HYDROCHLORIDE
51718-80-0

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

4synthesis methods
67-56-1 Synthesis
Methanol

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

4-IMIDAZOLEACETIC ACID HYDROCHLORIDE

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

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

51718-80-0
22 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
Methanol

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

645-65-8 Synthesis
Imidazole-4-acetic acid

645-65-8
91 suppliers
inquiry

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

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

References
4-IMIDAZOLEACETIC ACID HYDROCHLORIDE

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

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

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

References
645-65-8 Synthesis
Imidazole-4-acetic acid

645-65-8
91 suppliers
inquiry

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

51718-80-0
22 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