IMIDAZOLE HYDROCHLORIDE Chemical Properties

Melting point:

158-161 °C(lit.)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

H₂O: 50 mg/mL, clear, colorless

form 

solid

color 

Pale yellow

PH

9.0-10.0

BRN 

3678283

Stability:

Stable. Hygroscopic. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C3H4N2.ClH/c1-2-5-3-4-1;/h1-3H,(H,4,5);1H

InChIKey

JDIIGWSSTNUWGK-UHFFFAOYSA-N

SMILES

C1NC=NC=1.Cl

CAS DataBase Reference

1467-16-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38

Safety Statements 

26-36

WGK Germany 

3

F 

3-10

HS Code 

2933299090

MSDS

• Language:English Provider:SigmaAldrich

IMIDAZOLE HYDROCHLORIDE Usage And Synthesis

Chemical Properties

white powder

Uses

Imidazole hydrochloride is a useful research chemical.

Uses

Imidazole hydrochloride has been used:

• in double immunohistochemistry
• to determine the activity of octopine dehydrogenase (ODH) in Mytilus galloprovincialis
• to study the cytoskeletal features during in vitro fertilization after intracytoplasmic sperm injection (ICSI) among humans
• as a reagent in the synthesis of a probe for monitoring herpes simplex virus type 1 thymidine kinase (HSV1-tk) reporter gene expression in rodents

Synthesis

In a flask, 68.22 g of imidazole was suspended in 505 g of xylene. The mixture was heated to reflux and 5 g of the xylene/water azeotropic mixture was removed by distillation to achieve dehydration. Subsequently, the temperature of the reaction system was lowered to 66°C and 25.2 grams of phosgene was added dropwise at a rate of 50.4 grams/hour over 30 minutes. After about 15 minutes, the viscosity of the reaction mixture increased significantly, exhibiting a chewing gum-like consistency. During the phosgene dropwise addition, the by-product imidazole hydrochloride precipitated in the form of yellow globules. After maintaining this temperature and continuing stirring for 1 hour, the reaction temperature was raised to 130 °C, at which time the imidazole hydrochloride transformed into a brown molten state. The melt was discharged from the reaction system at 130°C and solidified to a dark green solid upon cooling. The supernatant xylene phase was cooled to 0 °C, the precipitated crystals were filtered and dried at 20 mbar and 50 °C. A white crystalline N,N'-carbonyl diimidazole with a small amount of black impurities (Hazen color number: 489) was finally obtained with a purity of 96.8%, corresponding to 70% of the theoretical yield.

References

[1] Patent: US2005/272937, 2005, A1. Location in patent: Page/Page column 4
[2] Patent: US2005/272937, 2005, A1. Location in patent: Page/Page column 4
[3] Patent: US2005/272937, 2005, A1. Location in patent: Page/Page column 3-4; 5

IMIDAZOLE HYDROCHLORIDE(1467-16-9)Related Product Information

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• IMIDAZOLE HYDROCHLORIDE
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• 4,5-DIHYDRO-2-(1-NAPHTHYLMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE