61001-04-5

Basic information

• Product Name: 2-p-TOLYLIMIDAZO(2,1-A)ISOQUINOLINE
• Synonyms: 2-p-Tolylimidazo[2,1-a]isoquinoline;2-(4-methylphenyl)imidazo[2,1-a]isoquinoline
• CAS NO: 61001-04-5
• Molecular Formula: C₁₈H₁₄N₂
• Molecular Weight: 258.32
• Mol File: 61001-04-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-p-TOLYLIMIDAZO(2,1-A)ISOQUINOLINE (CAS DataBase Reference)
• NIST Chemistry Reference: 2-p-TOLYLIMIDAZO(2,1-A)ISOQUINOLINE (61001-04-5)
• EPA Substance Registry System: 2-p-TOLYLIMIDAZO(2,1-A)ISOQUINOLINE (61001-04-5)

Safety Data

• Hazardous Substances Data: 61001-04-5(Hazardous Substances Data)

Upstream product

• 75573-22-7 N-(p-Methylphenacyl)-isoquinoliniumbromide 
• 104-87-0 4-methyl-benzaldehyde 
• 119-65-3 isoquinoline 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 89108-49-6 1-(1-azidovinyl)-4-methyl benzene 
• 33458-08-1 1-(1,2-dibromoethyl)-4-methylbenzene 
• 36288-37-6 4-methylbenzohydroximoyl chloride 
• 70-11-1 α-bromoacetophenone 
• 619-41-0 4-(bromoacetyl)toluene 
• 128256-31-5 C₁₅H₁₅BrN₂O₂S 
• 54187-96-1 1-(chloromethyl)-1H-benzotriazole 
• 1532-84-9 isoquinolin-1-ylamine 
• 122-00-9 para-methylacetophenone 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 

Downstream Products

• 61001-19-2 2-(p-tolyl)-5,6-dihydroimidazo[2,1-a]isoquinoline 

Relevant articles and documents

Three Sequential C-N Bond Formations: Tert-Butyl Nitrite as a N1 Synthon in a Three Component Reaction Leading to Imidazo[1,2-a]quinolines and Imidazo[2,1-a]isoquinolines

tert-Butyl nitrite serves the dual role of an oxidant as well as a N1 synthon in a multicomponent reaction involving quinolines, isoquinolines, and styrenes. Herein, two sp2 C-H functionalizations of styrenes and one sp2 C-H functionalization of quinolines and isoquinolines lead to the formation of fused quinolines and isoquinolines via three sequential C-N bond formations.

Copper-catalyzed c-h functionalization of pyridines and isoquinolines with vinyl azides: Synthesis of imidazo heterocycles

Copper(I) iodide-catalyzed oxidative C(sp2)-H functionalization of pyridines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoquinolines with vinyl azides under mild aerobic conditions is reported. Goo

Facile three-component domino reactions for the synthesis of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines

The three-component domino reactions of pyridine/isoquinoline, phenacyl bromide, and substituted (E)-N-hydroxyarylimidoyl chloride in the presence of triethylamine afforded a series of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines. This one pot three-component transformation presumably proceeds via ylide generation/annulation/fragmentation/dehydration domino sequence of reactions.

Synthesis of imidazo[2,1-a]isoquinolines from α-tosyloxyketones and 1-aminoisoquinoline in ionic liquid solvent

The room temperature ionic liquid n-butylpyridinium tetrafluoroborate (BPyBF4) is used as a 'green' recyclable alternative to classical molecular solvents for the cyclocondensation of α-tosyloxyketones with 1-aminoisoquinoline to prepare imidazo[2,1-a]isoquinolines in good yields.

Regioselective synthesis of 2-arylimidazo[2,1-a] isoquinolines

Substituted phenacyl bromides react with isoquinoline to form the corresponding quaternary salts which, when heated in ammonium acetate and acetic acid in the presence of Cu(II)O, undergo regioselective cyclisation to give 2-arylimidazo[2,1-a]isoquinoline

Efficient syntheses of imidazolo[1,2-αa]pyridines and -[2,1-α]isoquinolines

2-Aminopyridines 1a-c and 1-aminoisoquinoline with 1-chloromethylbenzotriazole give 2-amino-1-[α-benzotriazol-1-ylmethyl]pyridinium chlorides 2a-c and 1-amino-2-(α-benzotriazol-1-ylmethyl)-isoquinolinium chloride 12, respectively. Compounds 2a-c and 12 react with aryl aldehydes 3a-h to afford imidazolo[1,2-α]pyridines 7a-k and imidazolo[2,1-α]isoquinolines 13a,b in good yields.

REACTION OF α-BROMOACETOPHENONE PHENYLSULFONYLHYDRAZONES. A NEW SYNTHETIC ROUTE TO 2-ARYLIMIDAZOISOQUINOLINES AND -QUINOLINES

2-Arylimidazoisoquinolines and -quinolines were obtained in good to moderate yields by the reaction of the title hydrazones with isoquinoline and quinoline, respectively.

Synthesis and pregnancy terminating activity of 2-arylimidazo[2,1-a]isoquinolines and isoindoles

A series of 2-arylimidazo[2,1-a]isoquinolines (1-21), some 5,6-dihydro derivatives (22-28) and 2-phenyl-5H-imidazo[2,1-a]isoindole (29) were synthesized and tested for the pregnancy terminating activity in hamsters and rats. An efficient preparation of 2-