2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE

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2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE manufacturers

2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE Basic information
Product Name:2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE
Synonyms:2-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride 95%;2-CHLOROMETHYL-1-METHYL-1H-IMIDAZOLE HCL;2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE;1-Methyl-2-(chloromethyl)imidazole hydrochloride;2-(Chloromethyl)-1-methylimidazole hydrochloride;1H-IMidazole,2-(chloroMethyl)-1-Methyl-, hydrochloride (1:1);2-Chloromethyl-1-methyl-1H-imida
CAS:78667-04-6
MF:C5H8Cl2N2
MW:167.04
EINECS:
Product Categories:
Mol File:78667-04-6.mol
2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE Structure
2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE Chemical Properties
Melting point 175 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form powder
color Beige
Safety Information
HS Code 2933299090
MSDS Information
2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE Usage And Synthesis
Synthesis
(1-Methyl-1H-imidazol-2-yl)methanol

17334-08-6

2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE

78667-04-6

General procedure for the synthesis of 2-(chloromethyl)-1-methyl-1H-imidazole hydrochloride (BB7) from 1-methyl-2-hydroxymethyl-1H-imidazole (BB6): to a solution of BB6 (35.5 g, 316.96 mmol) in dichloromethane (DCM, 1500 mL) was slowly added thionyl chloride (SOCl2, 330 mL, 4436 mmol ). The reaction mixture was gradually warmed to room temperature and stirred continuously for 5 hours. Upon completion of the reaction, the mixture was concentrated to remove the solvent. The residue was washed sequentially with dichloromethane (DCM, 2 × 500 mL) and ether (Et2O, 2 × 200 mL) to give the final target product BB7 (50 g, 95% yield) as an off-white solid. Thin-layer chromatography (TLC) showed an Rf value of 0.4 (unfolding agent: ethyl acetate).1H NMR (400 MHz, DMSO-d6) data were as follows: δ 7.76 (1H, apparent double peaks), 7.70 (1H, apparent double peaks), 5.17 (2H, single peak), 3.87 (3H, single peak); mass spectrometry (MS) showed an m/z of 131 ([M+H]+ ).

References[1] Patent: US2012/322722, 2012, A1
[2] Tetrahedron Letters, 2011, vol. 52, # 41, p. 5308 - 5310
[3] Tetrahedron, 1996, vol. 52, # 48, p. 15171 - 15188
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 19, p. 2291 - 2302
[5] Tetrahedron Letters, 2013, vol. 54, # 45, p. 6087 - 6089
2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE Preparation Products And Raw materials
Raw materials(1-Methyl-1H-imidazol-2-yl)methanol-->4-(DICYANOMETHYLENE)-2-METHYL-6-(4-DIMETHYLAMINOSTYRYL)-4H-PYRAN-->Diethyl ether-->Thionyl chloride
Tag:2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE(78667-04-6) Related Product Information
2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE 1-BENZYL-2-(CHLOROMETHYL)-1H-IMIDAZOLE HCL 3-METHYLUNDECANE 2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE IMIDAZOLE HYDROCHLORIDE 8-CHLORO-2-CHLOROMETHYL-6-TRIFLUOROMETHYL-IMIDAZO[1,2-A]PYRIDINE 1-BENZYL-2-CHLOROMETHYL-1H-BENZOIMIDAZOLE HYDROCHLORIDE 8-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE 6,8-DICHLORO-IMIDAZO[1,2-A]PYRIDINE-2-CARBALDEHYDE ethyl 6,8-dichloroimidazo[1,2-a]pyridine-2-carboxylate 5-CHLORO-2-(CHLOROMETHYL)-1-METHYL-1H-IMIDAZOLE HYDROCHLORIDE 5-(Chloromethyl)-4-methyl-1H-imidazole hydrochloride 2-[6-CHLORO-2-(CHLOROMETHYL)-1H-BENZIMIDAZOL-1-YL]ETHANOL [4-(6,8-DICHLORO-2-METHYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-THIAZOL-2-YL]-HYDRAZINE 1-(4-CHLOROBENZYL)-2-(CHLOROMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE 2-(1,3-BENZODIOXOL-5-YL)-3,8-DICHLORO-6-(TRIFLUOROMETHYL)IMIDAZO[1,2-A]PYRIDINE 8-CHLORO-2-(3,4-DICHLOROPHENYL)-6-(TRIFLUOROMETHYL)IMIDAZO[1,2-A]PYRIDINE 6,8-dichloro-2-(chloromethyl)imidazo[1,2-a]pyridine