[1,3]DIOXOLO[4,5-G]ISOQUINOLINE

Base Information

• Chemical Name: [1,3]DIOXOLO[4,5-G]ISOQUINOLINE
• CAS No.: 269-44-3
• Molecular Formula: C10H7 N O2
• Molecular Weight: 173.171
• Mol file: 269-44-3.mol

Synonyms:6,7-(Methylenedioxy)isoquinoline;Papraline

Chemical Property of [1,3]DIOXOLO[4,5-G]ISOQUINOLINE

Chemical Property:

• Melting Point: 127-128 °C
• Boiling Point: 333.2±11.0 °C(Predicted)
• PKA: 6.25±0.20(Predicted)
• PSA: 31.35000
• Density: 1.353±0.06 g/cm3(Predicted)
• LogP: 1.96350

Purity/Quality:

99%min ^*data from raw suppliers

1,3-Dioxolo[4,5-g]isoquinoline 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1,3]DIOXOLO[4,5-G]ISOQUINOLINE

There total 6 articles about [1,3]DIOXOLO[4,5-G]ISOQUINOLINE 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: 50.0%

5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline (94143-83-6) → 1,1-Diphenylmethanol (91-01-0) + papraline (269-44-3) + tetraphenylethane-1,2-diol (464-72-2)

Guidance literature:

With benzophenone; In benzene; for 24h; Irradiation;

Reference yield: 46.2%

N-(Cyclohex-2-enyl)-6,7-methylenedioxy-4-phenylthio-1,2,3,4-tetrahydroisoquinoline → papraline (269-44-3) + (4aS*,11R*,11aS*)-8,9-Methylenedioxy-5,11-methanomorphanthridine (129520-45-2,129520-46-3,131831-76-0) + N-(Cyclohex-2-enyl)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;

Reference yield: 42.6%

N-(Cyclohex-2-enyl)-6,7-methylenedioxy-4-phenylseleno-1,2,3,4-tetrahydroisoquinoline → papraline (269-44-3) + (4aS*,11R*,11aS*)-8,9-Methylenedioxy-5,11-methanomorphanthridine (129520-45-2,129520-46-3,131831-76-0) + N-(Cyclohex-2-enyl)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;

upstream raw materials:

5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline

methyl o-formylbenzoate

2-benzoyl-6,7-methylenedioxy-1,2-dihydroisoquinoline-1-carbonitrile

2-formyl-4,5-dimethoxybenzoic acid methyl ester

Downstream raw materials:

coptisinone

2-[(5,6-dihydro-8,9-methylenedioxy-1-oxo-3-phenyloxazolo[4,3-a]isoquinolin-10b-yl)methyl]benzoic acid ethyl ester

6-[[5,6-dihydro-8,9-methylenedioxy-1-oxo-3-phenyloxazolo[4,3-a]isoquinolin-10b-yl]methyl]-2,3-methylenedioxybenzoic acid ethyl ester

6-[[5,6-dihydro-8,9-methylenedioxy-1-oxo-3-phenyloxazolo[4,3-a]isoquinolin-10b-yl]methyl]-2,3-dimethoxybenzoic acid ethyl ester

Refernces

• 1、 Kessar, S V,Mankotia, Anil K Singh,Gujral, Gurjeet. "Photoaromatization of 1,2,3,4-tetrahydroisoquinolines". . p. 525 - 526. Retrieved 2007/10/02.