2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide

Base Information

• Chemical Name: 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide
• CAS No.: 130916-42-6
• Molecular Formula: C₂₆H₂₂N₃O₅*I
• Molecular Weight: 583.382
• Mol file: 130916-42-6.mol

Synonyms:2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide

Chemical Property of 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide

There total 6 articles about 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide 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: 95.0%

3-[1-(5-Methoxy-2-methoxycarbonylmethyl-1H-indol-3-yl)-vinyl]-1-(4-nitro-benzyl)-pyridinium; bromide (124549-45-7) → 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide (130916-42-6)

Guidance literature:

With sodium methylate; 3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide; In methanol; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87753-X

Reference yield:

5-methoxy-2-nitrotoluene (5367-32-8) → 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide (130916-42-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) NaOMe 2) 30percentH₂O₂, 10N NaOH / 1) ether, 10h, reflux

2: SOCl₂ / toluene; dimethylformamide / 1) r.t., overnight 2) 50 deg C

3: 1) NaH / 1) THF 2) toluene, DMF, overnight

4: 75 percent / NH₄OH / methanol / 0.75 h / Ambient temperature

5: 90 percent / ammonium formate / 10percent Pd/C / methanol / 0.75 h / Ambient temperature

6: 67 percent / conc. H₂SO₄ / methanol / 6.5 h / Heating

7: 92 percent / acetone

8: 95 percent / NaOMe, ethyl nicotinate methioiodide / methanol / 3 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; thionyl chloride; sulfuric acid; dihydrogen peroxide; sodium methylate; ammonium formate; 3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/S0040-4020(01)87753-X

Reference yield:

methyl 4-(5-methoxy-2-nitrophenyl)-3-oxobutanoate (130916-41-5) → 2-(4-Nitrobenzyl)-5-carbomethoxy-9-methoxy-11-methyl-6H-pyrido<4,3-b>carbazolium iodide (130916-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / ammonium formate / 10percent Pd/C / methanol / 0.75 h / Ambient temperature

2: 67 percent / conc. H₂SO₄ / methanol / 6.5 h / Heating

3: 92 percent / acetone

4: 95 percent / NaOMe, ethyl nicotinate methioiodide / methanol / 3 h / Ambient temperature

With sulfuric acid; sodium methylate; ammonium formate; 3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide; palladium on activated charcoal; In methanol; acetone;

DOI:10.1016/S0040-4020(01)87753-X

upstream raw materials:

3-[1-(5-Methoxy-2-methoxycarbonylmethyl-1H-indol-3-yl)-vinyl]-1-(4-nitro-benzyl)-pyridinium; bromide

5-methoxy-2-nitrotoluene

Methyl <(5-methoxy)indol-2-yl>acetate

methyl 4-(5-methoxy-2-nitrophenyl)-3-oxobutanoate

Refernces