32673-41-9

Basic information

• Product Name: 4-Imidazolemethanol hydrochloride
• Synonyms: AKOS 85;4-IMIDAZOLEMETHANOL HYDROCHLORIDE;4-(HYDROXYMETHYL)-1H-IMIDAZOLE;4-(HYDROXYMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE;4-(HYDROXYMETHYL)IMIDAZOLE HCL;4-(HYDROXYMETHYL)IMIDAZOLE HYDROCHLORIDE;4(5)-(HYDROXYMETHYL)IMIDAZOLE;4(5)-HYDROXYMETHYLIMIDAZOLE HYDROCHLORIDE
• CAS NO: 32673-41-9
• Molecular Formula: C₄H₆N₂O*ClH
• Molecular Weight: 134.56
• EINECS: 251-150-0
• Product Categories: Alcohols and Derivatives;Heterocycles;Hydroxymethyl's;Imidazoles & Benzimidazoles;Imidazol&Benzimidazole;Miscellaneous Reagents;Imidazoles & Benzimidazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Imidazoles;Halogenated Heterocycles ,Quinolines
• Mol File: 32673-41-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 393.7 °C at 760 mmHg
• Flash Point: 191.9 °C
• Appearance: off-white to yellow/crystalline
• Density: 1.311g/cm³
• Vapor Pressure: 6.63E-07mmHg at 25°C
• Storage Temp.: −20°C
• Solubility: water: soluble50mg/mL, clear to slightly hazy, colorless to yell
• Water Solubility: Soluble in water.
• Stability: Hygroscopic
• BRN: 3562041
• CAS DataBase Reference: 4-Imidazolemethanol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Imidazolemethanol hydrochloride(32673-41-9)
• EPA Substance Registry System: 4-Imidazolemethanol hydrochloride(32673-41-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 32673-41-9(Hazardous Substances Data)

Usage

Description

4-Imidazolemethanol hydrochloride is a light yellow to beige or light brown crystalline compound that serves as an important intermediate in the synthesis of various organic compounds, particularly imidazole-containing peptidomimetic inhibitors.

Uses

Used in Pharmaceutical Industry:
4-Imidazolemethanol hydrochloride is used as a key intermediate in the synthesis of imidazole-containing peptidomimetic inhibitors for their potential therapeutic applications in treating various diseases and disorders.
Used in Organic Synthesis:
4-Imidazolemethanol hydrochloride is used as a versatile building block in organic synthesis for the preparation of a wide range of imidazole-based compounds with diverse biological activities and potential applications in various fields.

InChI:InChI=1/C4H6N2O.ClH/c7-2-4-1-5-3-6-4;/h1,3,7H,2H2,(H,5,6);1H

Upstream product

• 96-26-4 dihydroxyacetone 
• 3473-63-0 formamidine acetic acid 
• 50-00-0 formaldehyd 
• 6347-01-9 fructopyranose 

Downstream Products

• 75613-64-8 Cyclohexyl-[2-(1H-imidazol-4-ylmethylsulfanyl)-ethyl]-amine; hydrobromide 
• 3034-50-2 4⁽⁵⁾formylimidazole 
• 33769-07-2 4-(hydroxymethyl)-1-(triphenylmethyl)imidazole 
• 1239985-88-6 (1-(2-nitro-4-(trifluoromethyl)phenyl)-1H-imidazol-4-yl)methanol 
• 52961-33-8 {1-[(4-methylphenyl)sulfonyl]-1H-imidazol-2-yl}methanol 
• 872044-92-3 bis(4-chlorophenyl)borinic acid 4-(hydroxymethyl)imidazole ester 
• 38585-61-4 4-(chloromethyl)-1H-imidazole hydrochloride 
• 23785-22-0 4-chloromethylimidazole 
• 1610735-03-9 (1-(2,4-bis(trifluoromethyl)phenyl)-1H-imidazol-4-yl)methanol 
• 120277-50-1 tert-butyl 4-(hydroxymethyl)-1H-imidazole-1-carboxylate 
• 51720-29-7 4-Brommethyl-imidazol-Hydrobromid 
• 346433-92-9 4-(Dichloromethyl)-2-(4-(hydroxymethyl)imidazole-1-yl)-5-nitro-benzotrifluoride 
• 321405-35-0 [1-(4-Chlorobenzyl)-1H-imidazol-4-yl]methanol 

Relevant articles and documents

Preparation method of 4-imidazolemethanol hydrochloride

The invention discloses a preparation method of 4-imidazolemethanol hydrochloride. The preparation method includes taking 1,3-dihydroxyacetone and formaldehyde as raw materials and ceric ammonium nitrate as a nitrogen source, and reacting at an ordinary pressure under catalysis of a novel catalyst so as to obtain the 4-imidazolemethanol hydrochloride. The preparation method has the advantages that the target product is high in yield and purity by being prepared through a one-step method; the preparation method is mild in reaction condition without pressurizing reaction, safer to operate and quite suitable for large-scale industrialized production.

Preparation and structure determination of 1-benzyl-, 1-methyl- and 1H-5-[(2-nitro-2-phenyl)ethenyl]imidazoles

1-R-5-[(2-Nitro-2-phenyl)ethenyl]imidazoles (R = Bn, Me, H) 6a,b,c were synthesized by the Knoevenagel reaction of the corresponding aldehydes 4a,b,c with phenylnitromethane 5. The E-isomers 6a,b,c were precipitated from the reaction mixture as crystalline compounds in 89, 81 and 60% yields, respectively. Traces of the Z-isomers 6a'b',c' were found in the reaction mixtures but could be obtained in a ratio of 4:3 from the E-form with UV irradiation. The E-forms were more stable and the Z-isomers changed again to the E-isomers in several weeks.