N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

Base Information

Chemical Name:N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline
CAS No.:1620579-97-6
Molecular Formula:C₂₁H₁₉IN₂O₂
Molecular Weight:458.299
Hs Code.:

Synonyms:N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

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Chemical Property of N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

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Technology Process of N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

There total 5 articles about N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline 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%

: 615-43-0
2-iodophenylamine

: 1620579-96-5
1,4-dimethoxy-9H-carbazole-3-carbaldehyde

: 1620579-97-6
N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

Guidance literature:: With sodium tris(acetoxy)borohydride; trifluoroacetic acid; In Isopropyl acetate; at 20 ℃; for 0.2h; Inert atmosphere;
DOI:10.1039/c4ob00493k

Reference yield:

: 93-02-7
2,5-dimethoxybenzaldehyde

: 1620579-97-6
N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

Guidance literature:: Multi-step reaction with 4 steps

1: silver nitrate; iodine / methanol / 12 h / 20 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / acetonitrile / 12 h / 70 °C / Inert atmosphere

3: palladium diacetate; acetic acid / 6 h / 130 °C / Inert atmosphere

4: trifluoroacetic acid; sodium tris(acetoxy)borohydride / Isopropyl acetate / 0.2 h / 20 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; iodine; palladium diacetate; sodium tris(acetoxy)borohydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; silver nitrate; acetic acid; trifluoroacetic acid; In methanol; Isopropyl acetate; acetonitrile; 2: |Buchwald-Hartwig Coupling;
DOI:10.1039/c4ob00493k

Reference yield:

: 90064-47-4
4-iodo-2,5-dimethoxybenzenecarbaldehyde

: 1620579-97-6
N-((1,4-dimethoxy-9H-carbazol-3-yl)methyl)-2-iodoaniline

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / acetonitrile / 12 h / 70 °C / Inert atmosphere

2: palladium diacetate; potassium carbonate; tricyclohexylphosphine; johnphos / acetonitrile / 12 h / 100 °C / Inert atmosphere

3: trifluoroacetic acid; sodium tris(acetoxy)borohydride / Isopropyl acetate / 0.2 h / 20 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; johnphos; tricyclohexylphosphine; In Isopropyl acetate; acetonitrile; 1: |Buchwald-Hartwig Coupling;
DOI:10.1039/c4ob00493k