6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1745-07-9
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70169835
• Nikkaji Number: J263.656E
• Wikidata: Q27106837
• Metabolomics Workbench ID: 67645
• ChEMBL ID: CHEMBL12367
• Mol file: 1745-07-9.mol

Synonyms:6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;heliamine;heliamine monohydrochloride

Chemical Property of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.000451mmHg at 25°C
• Melting Point: 262 °C
• Boiling Point: 314.94 °C at 760 mmHg
• PKA: 9.01±0.20(Predicted)
• Flash Point: 124.732 °C
• PSA: 30.49000
• Density: 1.072 g/cm³
• LogP: 1.67830
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2CNCCC2=C1)OC
• Uses: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline is a useful reactant in organic reactions and synthesis.

Technology Process of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 5 articles about 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(1S,4R)-2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene; hydrochloride (110098-01-6) → (1R,2S,6R,7S)-4-methyl-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione (3526-89-4,6623-18-3,56420-87-2) + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1745-07-9) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7)

Guidance literature:

With N-methylmaleimide; In water; at 50 ℃; for 4h;

DOI:10.1021/ja00253a053

Reference yield: 30.0%

6,7-dimethoxy-3,4-dihydro-isoquinoline (3382-18-1) → 6,7-dimethoxyisoquinoline (15248-39-2) + 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1745-07-9)

Guidance literature:

With palladium on activated charcoal; In decalin; at 190 ℃; for 1.5h;

Reference yield: 20.0%

2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene (126424-25-7,150737-45-4) → 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1745-07-9) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7)

Guidance literature:

With N-methylmaleimide;

DOI:10.1021/jo00295a002

upstream raw materials:

6,7-dimethoxy-3,4-dihydro-isoquinoline

2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene

(1S,4R)-2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene; hydrochloride

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

Downstream raw materials:

6,7-dimethoxy-N-(5-methoxy-2-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline

6,7-dimethoxy-(N-2-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline

N-(5-benzyloxy-2-nitrophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

6,7-dimethoxyisoquinoline

Refernces

• 1、 Li, Jian,Wang, Zheng-Bing,Xu, Yue,Lu, Xue-Chen,Zhu, Shang-Rong,Liu, Li. "Catalyst-free cyclization of anthranils and cyclic amines: One-step synthesis of rutaecarpine". supporting information. p. 12072 - 12075. Retrieved 2019/10/14.
• 2、 Grieco, Paul A.,Clark, Jerry D.. "Retro Aza Diels-Alder Reactions of 2-Azanorbornenes: Improved Methods for the Unmasking of Primary Amines". . p. 2271 - 2272. Retrieved 2007/10/02.