104576-30-9

Basic information

• Product Name: 7-CHLORO-1-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• Synonyms: 7-CHLORO-1-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• CAS NO: 104576-30-9
• Molecular Formula: C₁₅H₁₂ClN
• Molecular Weight: 241.71548
• Mol File: 104576-30-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-CHLORO-1-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-CHLORO-1-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(104576-30-9)
• EPA Substance Registry System: 7-CHLORO-1-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(104576-30-9)

Safety Data

• Hazardous Substances Data: 104576-30-9(Hazardous Substances Data)

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 98-88-4 benzoyl chloride 
• 22245-95-0 7-chloro-1,2,3,4-tetrahydroisoquinolin-1-one 
• 439116-78-6 tert-butyl 7-chloro-1-oxo-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 741615-46-3 7-chloro-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 156-41-2 4-chlorophenylethylamine 
• 3418-95-9 1-(benzoylamino)-2-(4-chlorophenyl)ethane 

Downstream Products

• 741615-46-3 7-chloro-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 104576-35-4 2-acetyl-1,1,5-trichloro-3-phenyl-1a,2,3,7b-tetrahydro-1H-cyclopropisoquinoline 
• 104576-37-6 1-((1aR,3S,7bS)-1,1-Dibromo-5-chloro-3-phenyl-1,1a,3,7b-tetrahydro-2-aza-cyclopropa[a]naphthalen-2-yl)-ethanone 
• 104576-40-1 4-Bromo-8-chloro-1-phenyl-5H-benzo[c]azepine 
• 126115-23-9 2-benzyl-7-chloro-1-methyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 104576-33-2 N-acetyl-7-chloro-1-phenyl-1,2-dihydroisoquinoline 

Relevant articles and documents

One-Pot N-Deprotection and Catalytic Intramolecular Asymmetric Reductive Amination for the Synthesis of Tetrahydroisoquinolines

A one-pot N-Boc deprotection and catalytic intramolecular reductive amination protocol for the preparation of enantiomerically pure tetrahydroisoquinoline alkaloids is described. The iodine-bridged dimeric iridium complexes displayed superb stereoselectivity to give tetrahydroisoquinolines, including several key pharmaceutical drug intermediates, in excellent yields under mild reaction conditions. Three additives played important roles in this reaction: Titanium(IV) isopropoxide and molecular iodine accelerated the transformation of the intermediate imine to the tetrahydroisoquinoline product; p-toluenesulfonic acid contributed to the stereocontrol.

Solvent-promoted highly selective dehydrogenation of tetrahydroisoquinolines without catalyst and hydrogen acceptor

An unusual solvent DMF-promoted dehydrogenation of 1-substituted 1,2,3,4-tetrahydroisoquinolines to synthesize cyclic imines is described. This environmentally friendly reaction features no requirement of any metal catalysts, oxidants, or hydrogen acceptors. A wide range of structurally varied 3,4-dihydroisoquinolines can be obtained with good yields and excellent chemoselectivities.

Palladium carbon catalyzed selective partial dehydrogenation method of tetrahydroisoquinoline

The invention relates to a method for synthesis of 1-substituted-3, 4-dihydroisoquinoline by palladium carbon catalyzed selective partial dehydrogenation of a 1-substituted-1, 2, 3, 4-tetrahydroisoquinoline compound. The reaction temperature is 0-80DEG C. For easily available cyclic amine compounds like tetrahydroisoquinoline, a corresponding imine compound can be obtained through selective dehydrogenation, the conversion rate is up to 99%, and the proportion of a partial dehydrogenation product and a complete dehydrogenation product is greater than 20:1. The method provided by the invention has simple and practical operation, the raw materials and catalyst are cheap and easily available, the reaction conditions are mild, and the catalyst can be recycled, thus greatly reducing the actual cost. In addition, the method for synthesis of 3, 4-dihydroisoquinoline through direct dehydrogenation of tetrahydroisoquinoline has the advantages of atom economy and environmental friendliness.