6,7-Dimethoxy-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 6,7-Dimethoxy-3,4-dihydroisoquinoline
• CAS No.: 3382-18-1
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Hs Code.: 2933499090
• European Community (EC) Number: 222-185-9
• NSC Number: 627588
• UNII: D6LM439T76
• DSSTox Substance ID: DTXSID90187475
• Nikkaji Number: J205.468J
• Wikidata: Q72467876
• ChEMBL ID: CHEMBL1998359
• Mol file: 3382-18-1.mol

Synonyms:6,7-Dimethoxy-3,4-dihydroisoquinoline;3382-18-1;6,7-Dimethoxy-3,4-dihydro-isoquinoline;3,4-Dihydro-6,7-dimethoxyisoquinoline;Isoquinoline, 3,4-dihydro-6,7-dimethoxy-;D6LM439T76;EINECS 222-185-9;NSC627588;NSC-627588;6,7-Bis-(d3)-methoxy-3,4-dihydroisoquinoline (N-1);DEHYDROHELIAMINE;Oprea1_728067;SCHEMBL251439;UNII-D6LM439T76;3,4-DIHYDROBACKEBERGINE;CHEMBL1998359;AMY3948;DTXSID90187475;BCP26090;MFCD00266748;STK801978;AKOS005622725;AC-9612;DS-2063;3,4-dihydro-6,7-dimethoxy-isoquinoline;NCI60_008813;A5995;CS-0150551;D5046;FT-0645219;EN300-104837;J-518167;J-650349

Chemical Property of 6,7-Dimethoxy-3,4-dihydroisoquinoline

Chemical Property:

• Appearance/Colour: yellow oily liquid
• Melting Point: 39-40℃
• Refractive Index: 1.5930
• Boiling Point: 322.861 °C at 760 mmHg
• Flash Point: 121.99 °C
• PSA: 30.82000
• Density: 1.134 g/cm³
• LogP: 1.11440
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dimethoxy-3,4-dihydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=NCCC2=C1)OC

Technology Process of 6,7-Dimethoxy-3,4-dihydroisoquinoline

There total 40 articles about 6,7-Dimethoxy-3,4-dihydroisoquinoline 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: 100.0%

N-[2-(3,4-dimethoxyphenyl)ethyl]formamide (14301-36-1) → 6,7-dimethoxy-3,4-dihydro-isoquinoline (3382-18-1)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201508500

Reference yield: 99.0%

3,4-dihydro-6,7-dimethoxyisoquinoline hydrochloride (20232-39-7) → 6,7-dimethoxy-3,4-dihydro-isoquinoline (3382-18-1)

Guidance literature:

With sodium carbonate; In water; Inert atmosphere;

DOI:10.1021/ja310718f

Reference yield: 97.0%

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

Guidance literature:

With carbon dioxide; DBN; Eosin Y; In dimethyl sulfoxide; at 25 - 30 ℃; for 48h; Irradiation;

DOI:10.1021/acscatal.8b03059

upstream raw materials:

N-[2-(3,4-dimethoxyphenyl)ethyl]formamide

1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,4-dimethoxybenzyl)isoquinoline

1-ethyl-9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester

1-isobutyl-9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester

Downstream raw materials:

2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-N-[(4S,5S)-2,2-dimethyl-4-(4-methylsulfanyl-phenyl)-[1,3]dioxan-5-yl]-benzamide

((R)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-[2-((R)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-phenyl]-methanone

(13aS)-(-)-5,6,13,13a-tetrahydro-2,3-dimethoxy-8H-dibenzo[a,g]quinolizin-8-one

(13aR)-(+)-5,6,13,13a-tetrahydro-2,3-dimethoxy-8H-dibenzo[a,g]quinolizin-8-one

Refernces

• 1、 Burdzhiev, Nikola,Pashev, Aleksandar,Stanoeva, Elena. "One-step route to tricyclic fused 1,2,3,4-tetrahydro-isoquinoline systems via the castagnoli–cushman protocol". . p. 1456 - 1464. Retrieved 2020.
• 2、 Oishi,T. et al.. "-". . p. 11 - 14. Retrieved 1974.
• 3、 Li, Wei-Sian,Kuo, Ting-Shen,Wu, Ping-Yu,Chen, Chien-Tien,Wu, Hsyueh-Liang. "Enantioselective synthesis of 1-aryl tetrahydroisoquinolines by the rhodium-catalyzed reaction of 3,4-dihydroisoquinolinium tetraarylborates". supporting information. p. 1141 - 1146. Retrieved 2021/02/16.
• 4、 -. "Peganumine A alkaloid structure simplifier and application thereof". Paragraph 0037-0038; 0042-0044. . Retrieved 2021/06/26.