67287-37-0

Upstream product

• 96-09-3 styrene oxide 
• 67287-36-9 2-(2-chloro-3,4-dimethoxyphenyl)ethylamine 
• 81316-54-3 2-<(2-chloro-3,4-dimethoxyphenyl)methyl>-5-phenyl-2-oxazoline 
• 621-59-0 isovanillin 
• 7537-07-7 2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile 
• 7568-93-6 2-Amino-1-phenylethanol 
• 81316-63-4 ethyl (2-chloro-3,4-dimethoxyphenyl)acetimidate hydrochloride 
• 93983-13-2 2-chloro-3,4-dimethoxybenzyl alcohol 
• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 5417-17-4 2-chloro-3,4-dimethoxybenzaldehyde 
• 93983-14-3 2-chloro-3,4-dimethoxybenzyl chloride 

Downstream Products

• 67287-38-1 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 80751-68-4 6-Chloro-1-phenyl-3-thiophen-2-ylmethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol 
• 80751-90-2 6-Chloro-3-(2-hydroxy-ethyl)-1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 
• 71636-41-4 3-n-butyl-6-chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 74115-09-6 6-Chloro-1-phenyl-3-propyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 
• 74129-74-1 6-chloro-3-ethyl-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 67287-72-3 (6-Chloro-7,8-dimethoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-thiophen-2-yl-methanone 
• 67287-75-6 (6-Chloro-7,8-dimethoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-furan-2-yl-methanone 
• 67287-76-7 (6-Chloro-7,8-dihydroxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-furan-2-yl-methanone 
• 71636-40-3 3-n-butyl-6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 74115-03-0 6-Chloro-3-ethyl-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 67287-58-5 6-chloro-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-73-4 (6-Chloro-7,8-dihydroxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-thiophen-2-yl-methanone 
• 74115-07-4 6-chloro-3-methyl-7,8-diacetoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 

Relevant academic research and scientific papers

Oxazolines. 2. 2-Substituted 2-Oxazolines as Synthons for N-(β-Hydroxyethyl)arylalkylamines, Intermediates in a Synthesis of 1,2,3,4-Tetrahydroisoquinolines and 2,3,4,5-Tetrahydro-1H-3-Benzazepines

2-(Arylalkyl)-2-oxazolines 4 (n = 1) and 2-aryl-2-oxazolines 4 (n = 0), the latter prepared in a novel reaction by cross-coupling aryl Grignard reagents with 2-(methylthio)-5-phenyl-2-oxazoline (10) and using palladium(II) chloride (14) as a catalyst, were reduced in a previously unreported reaction by diborane in refluxing THF to yield N-(β- hyroxyethyl)arylalkylamines 5 (n = 1,2).Amino alcohols 5 were cyclized to their respective heterocyclic derivatives 6 (n = 1,2) by treatment with H2SO4/TFA in refluxing methylene chloride.This paper disscuses how 2-substituted 2-oxazolines may be used to prepare1,2,3,4-tetrahydroisoquinolines 6 (n = 1) and 2,3,4,5-tetrahydro-1H-3-benzazepines 6 (n = 2) via amino alcohols 5.

6-HALO-3-LOWER ALKYL-7,8-DIHYDROXY-1-PHENYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINES

6-Halo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines whose structures have a lower alkyl substituted at the 3 or N-position have potent and often specific anti-Parkinsonism activity by means of their central dopaminergic effect. The lead compound of the series is 6-chloro-3-methyl-1-phenyl-7,8-dihydroxy-2,3,4,5-tetrahydro-1H-3-benzazepin e as the base or its salts such as the hydrochloride, hydrobromide or methane sulfonate.

2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE-7,8-DIONES

Novel benzazepine derivatives having central and peripheral dopaminergic activity useful in treating Parkinson's and cardiovascular diseases. The compounds have additional use as intermediates for the synthesis of other benzazepines with similar useful properties. The 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-dione derivatives are particularly useful.