4-(Chloromethyl)-1H-imidazole hydrochloride Chemical Properties

Melting point:

1400C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Ethanol, Methanol, Tetrahydrofuran, Toluene

form 

Solid

color 

Beige

Safety Information

Hazard Codes 

Xi

HS Code 

2933299090

Toxicity

mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#05103,

4-(Chloromethyl)-1H-imidazole hydrochloride Usage And Synthesis

Chemical Properties

Beige Solid

Uses

4-Chloromethyl-1H-imidazole Hydrochloride (cas# 38585-61-4) is a compound useful in organic synthesis.

Synthesis

(A) Synthesis of 4-(chloromethyl)-1H-imidazole hydrochloride (1) 2 mL of thionyl chloride was dissolved in 20 mL of toluene followed by the addition of 700 mg of 4-hydroxymethylimidazole hydrochloride. The reaction mixture was heated to the reflux temperature of toluene and maintained for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated to dryness under reduced pressure. 4-(Chloromethyl)-1H-imidazole hydrochloride was finally obtained as a white solid (790 mg, 99% yield).

References

[1] Journal of Organic Chemistry, 1990, vol. 55, # 6, p. 1890 - 1901
[2] Patent: US5218115, 1993, A
[3] Journal of Organic Chemistry, 2008, vol. 73, # 21, p. 8591 - 8593
[4] Patent: US4847383, 1989, A
[5] Annales pharmaceutiques francaises, 1998, vol. 56, # 6, p. 250 - 255

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