16979-93-4

Basic information

• Product Name: N-benzylidene-2-(1H-indol-3-yl)ethylamine
• Synonyms: N-benzylidene-2-(1H-indol-3-yl)ethylamine
• CAS NO: 16979-93-4
• Molecular Weight: 248.327
• Mol File: 16979-93-4.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: N-benzylidene-2-(1H-indol-3-yl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzylidene-2-(1H-indol-3-yl)ethylamine(16979-93-4)
• EPA Substance Registry System: N-benzylidene-2-(1H-indol-3-yl)ethylamine(16979-93-4)

Safety Data

• Hazardous Substances Data: 16979-93-4(Hazardous Substances Data)

Upstream product

• 61-54-1 tryptamine 
• 17762-72-0 2-phenyl-tetrahydro-(2H)-1,3-oxazine 
• 31230-83-8 2-Phenylbenzothiazolin 
• 16192-33-9 3-Methyl-2-phenyl-2,3-dihydrobenzothiazoline 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 20515-61-1 2-phenyl-4,4-dimethyloxazolidine 
• 555-16-8 4-nitrobenzaldehdye 
• 2835-06-5 phenylglycin 
• 100-46-9 benzylamine 
• 2783-66-6 1-methyl-2-phenylbenzothiazolium iodide 

Downstream Products

• 3790-45-2 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline 
• 114896-50-3 2-(ethoxycarbonyl)-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole 
• 920515-45-3 3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine 
• 920515-44-2 1-allyl-2-(2-ethyl-allyl)-9-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 920515-42-0 3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one 
• 920515-41-9 3-ethyl-12-(toluene-4-sulfonyl)-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine-2,3-diol 
• 920515-43-1 [2-(2-ethyl-allyl)-9-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl]-acetic acid methyl ester 
• 89827-54-3 (2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-acetic acid methyl ester 
• 256407-56-4 tert-butyl 1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate 
• 479-43-6 canthin-6-one 
• 65284-99-3 N_b-benzyl-1,2,3,3a,4,5-hexahydrocanthin-6-one 

Relevant articles and documents

Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B

The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a 'Mannich/Michael/internal-redox'

Ruthenium Catalyzed Tandem Pictet-Spengler Reaction

We report a pyridyl-phosphine ruthenium(II) catalyzed tandem alcohol amination/Pictet-Spengler reaction sequence to synthesize tetrahydro-β-carbolines from an alcohol and tryptamine. Our conditions use a Lewis acid cocatalyst, In(OTf)3, that is compatible with typically base catalyzed amination and an acid catalyzed Pictet-Spengler cyclization. This method proceeds well with benzylic alcohols, heterocyclic carbinols, and aliphatic alcohols. We also show how combining this reaction with a subsequent cycloamination enables a direct synthesis of tetracyclic alkaloids like harmicine.

Metal free one pot synthesis of Β-carbolines via a domino Pictet-Spengler reaction and aromatization

A convenient and efficient metal free, atom economical flexible synthesis of β-carbolines involving a domino Pictet-Spengler reaction and aromatization in oxygen atmosphere in N-methyl-2-pyrollidone (NMP) is described. Variety of aryl, heteroaryl and aliphatic aldehydes were found to be good substrates for this methodology. Several β-carbolines (6a-6t) and β-carboline methyl esters (7a-7e) were synthesized using this methodology.The same reaction carried out in argon atmosphere in the presence of catalytic amount of acid in NMP furnished, tetrahydro-β-carbolines (4a-4g).