118670-86-3

Basic information

• Product Name: Benzenamine, N-3-butenyl-2-iodo-
• CAS NO: 118670-86-3
• Molecular Formula: C10H12IN
• Molecular Weight: 273.116
• Mol File: 118670-86-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-3-butenyl-2-iodo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-3-butenyl-2-iodo-(118670-86-3)
• EPA Substance Registry System: Benzenamine, N-3-butenyl-2-iodo-(118670-86-3)

Safety Data

• Hazardous Substances Data: 118670-86-3(Hazardous Substances Data)

Upstream product

• 2524-49-4 3-butene-1-amine 
• 615-43-0 2-iodophenylamine 
• 5162-44-7 1-bromo-4-butene 

Downstream Products

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 3749-11-9 1-methyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one 
• 1198-15-8 1-methyl-1,2,3,4-tetrahydroquinolin-4-one 
• 1407968-50-6 1-methyl-1,2,3,4-tetrahydrobenzo[b]azepin-5-one 
• 1407968-49-3 4-[N-(2-iodophenyl)-N-methylamino]butanal 
• 57056-89-0 N-(but-3-en-1-yl)-2-iodo-N-methylaniline 
• 19343-78-3 4-methyl-1,2,3,4-tetrahydroquinoline 
• 135579-07-6 1-(4-methyl-3,4-dihydroquinolin-1(2H)-yl)ethan-1-one 
• 1418218-47-9 1-(4-methoxyphenyl)-5,6-dihydropyridin-2(1H)-one 
• 1418218-17-3 N-(but-3-enyl)-N-(2-iodophenyl)acrylamide 
• 22514-60-9 1,2-dihydrolepidine 
• 3749-12-0 2,3-dihydro-1H-benzo[b]azepine 
• 205676-18-2 4-methylene-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Metathesis of aniline and 1,2-dihydroquinoline derivatives

Ring closing metathesis of N,N-diallylanilines and a related 1,2- dihydroquinoline, catalysed by Grubbs' catalyst, occurs in good yield at room temperature furnishing 3-pyrrolines and 3-piperidines. DCM and EtOAc are the solvents of choice and interesting substituent effects are identified and discussed.

Intramolecular Mizoroki-Heck reaction in the regioselective synthesis of 4-alkylidene-tetrahydroquinolines

The Mizoroki-Heck reaction of N-alkenyl-substituted 2-haloanilines is an effective protocol for the synthesis of substituted 4-alkylidene- tetrahydroquinoline derivatives, avoiding isomerization and oxidation. When non-substituted alkenes are used, the regioselectivity of the reaction can be directed towards the formation of an exocyclic or endocyclic double bond by choosing an adequate catalytic system. When the double bond is substituted by an amide moiety, the exocyclic double bond of E geometry is obtained selectively. Thus, this protocol efficiently synthesizes a series of 2-substituted tetrahydroquinolines with an exo α,β-unsaturated amide moiety at the C-4 position. Optimal conditions for Mizoroki-Heck reactions of N-alkenyl-substituted 2-haloanilines have been developed to access 4-alkylidene-tetrahydroquinoline derivatives regioselectively, avoiding isomerization and oxidation. Copyright

Observations on the intramolecular Heck reactions of aromatic chlorides using palladium/imidazolium salts

The intramolecular Heck reaction of aromatic amines and ethers using palladium/imidazolium salts is described. The use of tetra-n-butylammonium halide salts facilitates the reactivity of aromatic chlorides. An unexpected and novel palladium-mediated cyclisation is also described leading to the formation of a tricyclic adduct.