6096-36-2

Usage

Uses

Used in Pharmaceutical and Biological Applications:
1H-Imidazole, 4,5-dihydro-2-methyl-1-(phenylmethyl)is used as a building block for the synthesis of organic compounds, particularly in the development of pharmaceuticals and biological agents. Its unique structure allows for the creation of various derivatives with potential therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Imidazole, 4,5-dihydro-2-methyl-1-(phenylmethyl)is used as a versatile intermediate for the synthesis of a wide range of organic compounds. Its reactivity and functional groups enable the formation of various chemical bonds and the construction of complex molecular structures.
Used in Coordination Chemistry:
1H-Imidazole, 4,5-dihydro-2-methyl-1-(phenylmethyl)is also used as a ligand in coordination chemistry. Its ability to form coordination complexes with metal ions makes it a useful component in the design and synthesis of metal-organic frameworks and other coordination compounds with potential applications in catalysis, sensing, and materials science.

Upstream product

• 534-26-9 lysidine 
• 100-39-0 benzyl bromide 
• 121179-26-8 1-(1-Benzyl-4,5-dihydro-1H-imidazol-2-yl)-pentan-2-ol 
• 100-44-7 benzyl chloride 
• 79-24-3 Nitroethane 
• 4152-09-4 N-benzylethylenediamine 
• 61764-86-1 1-benzyl-4,5-dihydroimidazole 
• 77-78-1 dimethyl sulfate 
• 120671-12-7 1-benzyl-2-(ethoxycarbonylmethylene)-2,3,4,5-tetrahydroimidazole 
• 74-88-4 methyl iodide 
• 2208-07-3 ethyl acetimidate hydrochloride 
• 927-80-0 1-ethoxyacetylene 

Downstream Products

• 129884-31-7 7-(1-Benzyl-4,5-dihydro-1H-imidazol-2-yl)-heptanoic acid 3-hydroxy-2-hydroxymethyl-2-methyl-propyl ester 
• 129884-22-6 1-benzyl-2-(6-methoxycarbonylhexyl)-4,5-dihydroimidazole 
• 121179-40-6 1-Benzyl-2-(2-methyl-propenyl)-4,5-dihydro-1H-imidazole 
• 121179-48-4 2-[2-(1-Benzyl-4,5-dihydro-1H-imidazol-2-yl)-1-phenyl-ethyl]-malonic acid diethyl ester 
• 121179-49-5 1-Benzyl-8a-hydroxy-5-oxo-7-phenyl-octahydro-imidazo[1,2-a]pyridine-6-carboxylic acid ethyl ester 
• 121179-47-3 1-Benzyl-2-(2,2-diphenyl-ethyl)-4,5-dihydro-1H-imidazole 
• 121179-46-2 1-Benzyl-2-(2-phenyl-hexyl)-4,5-dihydro-1H-imidazole 
• 121179-45-1 1-Benzyl-2-(2-propyl-hexyl)-4,5-dihydro-1H-imidazole 
• 121179-44-0 1-Benzyl-2-(2-ethyl-hexyl)-4,5-dihydro-1H-imidazole 
• 106050-78-6 N-(2-benzylaminoethyl)decylamide 
• 106050-73-1 1-benzyl-2-(3-hydroxybutyl)-4,5-dihydroimidazole 
• 77889-28-2 1-benzyl-2-(1-benzylnonyl)-4,5-dihydroimidazole 
• 77889-26-0 1-benzyl-2-(1-butylnonyl)-4,5-dihydroimidazole 
• 77889-27-1 1-benzyl-2-(1-propan-2-ylnonyl)-4,5-dihydroimidazole 

Relevant academic research and scientific papers

N-alkylation of 2-methyl-2-imidazolines by phase transfer catalysis without solvent

1-Alkyl-2-methyl-2-imidazolines were obtained in good to excellent yields by alkylation of 2-methyl-2-imidazoline with organic halides in the presence of phase transfer catalysis and absence of solvent.

A Domino Route toward Polysubstituted Pyrroles from 2-Imidazolines and Electron-Deficient Alkynes

The reaction of 1,2-disubstituted 2-imidazolines with electron-deficient alkynes proceeds as a pseudo-three-component process and forms imidazolidines with an N-vinylpropargylamine fragment. Heating the resulting imidazolidines in xylene on air leads to a

Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines

A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.

Coenzyme-inspired chemistry 1: The C-2 alkylation of 4,5-dihydroimidazoles

Alkylation of 4,5-dihydroimidazoles at C-2 is accomplished using a double umpolung of the reactivity of that position, via sulfenylation of a nucleophilic C-2 lithio-species and substitution using an alkyl nucleophile. Arylation via unexpected sulfide con

Alkylation of an imidazolidine enaminoester: A new sequence for the c(α)-alkylation of 4,5-dihydroimidazoles

1-Benzyl-2-(ethoxycarbonyllmethylene)-2,3,4,5-tetrahydroimidazole undergoes preferred C-alkylation with halogenonakanes, dihalogenoalkanes and epoxides: subsequent removal of of the ethoxycarbonyl group provides a new route to 2-alkyl-4,5-dihydroimidazoles. 1,3-Dihalogenoalkanes afford imidazo[1,2-a]pyridines via C,N-dialkylation.

Tetrahydrofolate coenzyme models: Imidazolines as nucleophilic C1-transfer reagents

1-Benzyl-2-imidazoline is deprotonated at C-2 and alkylated by a sulphenylation-substitution sequence (to complete a formal C1-transfer), whereas arylation occurs by an unusual sulphenylation-sulphide contraction pathway.

2-Methyl-4,5-dihydroimidazole as a Doubly Nucleophilic Unit: Preparation of Dihydroimidazole Azaprostanoids

2-Methyl-4,5-dihydroimidazole is incorporated as a doubly nucleophilic synthon, by successive alkylations at N-1 and C-2(Me), into monocyclic 9,12- and 8,11-diazaprostanoids containing the dihydroimidazole moiety. 2-Methyl-3a,4,7,7a-tetrahydrobenzimidazole is prepared (from 1,2,3,6-tetrahydrophthalic anhydride) and elaborated in the same way into a diazaprostacyclin precursor.

CONDENSATION REACTIONS OF α-LITHIO-IMIDAZOLINES: PREPARATION AND CONJUGATE ADDITIONS OF 2-ALKENYL-2-IMIDAZOLINES.

Whereas 1-benzyl-2-lithiomethyl-2-imidazoline undergoes reversible 1,2-addition to aldehydes and ketones, a derived phosphonate salt affords the condensation products, 2-(1-alkenyl)-2-imidazolines; the latter undergo conjugate addition with carbon nucleop

Dihydroimidazoles in Synthesis: C-Acylation of Lithiodihydroimidazoles

1-Benzyl-2-methyl-4,5-dihydroimidazole has been lithiated and C-acylated by reaction with esters and a nitrile.The products do not exist as 2-(2-oxoalkyl)dihydroimidazoles but as the alternative tautomers, as indicated by spectroscopic and crystallographi