4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

Base Information

Chemical Name:4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline
CAS No.:908865-13-4
Molecular Formula:C₂₂H₂₆N₄O₆
Molecular Weight:442.472
Hs Code.:

Synonyms:4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

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Chemical Property of 4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

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Technology Process of 4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

There total 5 articles about 4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline 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: 62.0%

: 908865-12-3
4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline

: 64-18-6
formic acid

: 908865-13-4
4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

Guidance literature:: With acetic anhydride; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1016/j.ejmech.2006.03.008

Reference yield:

: carbonic acid 4-amino-3-nitro-phenyl ester tert-butyl ester

: 908865-13-4
4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / 4-(N,N-dimethylamino)pyridine / acetonitrile / 12 h / 20 °C

2: 94 percent / N,N-diethylethylenediamine / acetonitrile / 1 h / 20 °C

3: 2.22 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 12 h / 0 °C

4: 40 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5: 62 percent / Ac₂O / tetrahydrofuran / 5 h / 20 °C

With dmap; di-isopropyl azodicarboxylate; acetic anhydride; N,N-diethylethylenediamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.ejmech.2006.03.008

Reference yield:

: 908865-10-1
N,N-di-tert-butoxycarbonyl-4-hydroxy-2-nitroaniline

: 908865-13-4
4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

Guidance literature:: Multi-step reaction with 3 steps

1: 2.22 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 12 h / 0 °C

2: 40 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 62 percent / Ac₂O / tetrahydrofuran / 5 h / 20 °C

With di-isopropyl azodicarboxylate; acetic anhydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.ejmech.2006.03.008