6-Methoxy-1,3-dioxolo[4,5-h]furo[2,3-b]quinoline

Base Information

• Chemical Name: 6-Methoxy-1,3-dioxolo[4,5-h]furo[2,3-b]quinoline
• CAS No.: 482-32-6
• Molecular Formula: C13H9NO4
• Molecular Weight: 243.21
• Mol file: 482-32-6.mol

Synonyms:6-methoxy-[1,3]dioxolo[4,5-h]furo[2,3-b]quinoline;Kokusagin;6-Methoxy-[1,3]dioxolo[4,5-h]furo[2,3-b]chinolin;

Chemical Property of 6-Methoxy-1,3-dioxolo[4,5-h]furo[2,3-b]quinoline

Chemical Property:

• Melting Point: 194°C
• PSA: 53.72000
• LogP: 2.71830

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Terasaka has isolated this furoquinoline alkaloid from the roots of Orixa japonica and Obata has found that it also occurs in the fruit along with skim_x0002_mianine (q.v.). The alkaloid is optically inactive and is converted by Mel at 100°C into isokokusagine, m.p. 247°C. The aurichloride has m.p. 171°C and the picrate, m.p. 178°C (157°C according to Obata). The structure has been established by synthesis as 7: 8-methylenedioxydictamnine.

Technology Process of 6-Methoxy-1,3-dioxolo[4,5-h]furo[2,3-b]quinoline

There total 19 articles about 6-Methoxy-1,3-dioxolo[4,5-h]furo[2,3-b]quinoline 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: 43.0%

chlorobromomethane (74-97-5) + 4-methoxyfuro[2,3-b]quinoline-7,8-diol (119188-51-1) → kokusagine (482-32-6)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

Reference yield: 25.0%

2,3-Dihydro-3-hydroxy-4-methoxy-7,8-methylenedioxyfuro<2,3-b>quinoline (74120-90-4) → kokusagine (482-32-6)

Guidance literature:

With potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1080/00021369.1980.10863935

Reference yield:

2,3-dihydroxybenzaldehyde (24677-78-9) → kokusagine (482-32-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 67 percent / cupric oxide

2: 81 percent / KMnO₄

3: 2.) ammonium acetate

4: 46 percent / sodium hypochlorite

5: 1.) Na

6: paraffin / 0.17 h / 250 °C

7: 27 percent / dioxane; methanol

8: 59 percent / NaBH₄

9: 25 percent / KHSO₄ / tetrahydrofuran

With ammonium acetate; sodium hypochlorite; sodium tetrahydroborate; potassium permanganate; potassium hydrogensulfate; sodium; copper(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; paraffin;

DOI:10.1080/00021369.1980.10863935

upstream raw materials:

methanol

6-chloro-[1,3]dioxolo[4,5-h]furo[2,3-b]quinoline

chlorobromomethane

4-methoxyfuro[2,3-b]quinoline-7,8-diol

Refernces

• 1、 Yazima,Munakata. "Synthesis of furoquinolines". . p. 235 - 243. Retrieved 2007/10/02.