2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

Base Information

Chemical Name:2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole
CAS No.:1415582-76-1
Molecular Formula:C₂₂H₂₁N₅O₄
Molecular Weight:419.44
Hs Code.:

Synonyms:2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

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Chemical Property of 2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

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Technology Process of 2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

There total 5 articles about 2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole 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: 69.0%

: 1415582-74-9
5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

: 1415582-76-1
2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

Guidance literature:: 5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; hexane; at 20 ℃; for 2h;
DOI:10.1021/ol302958e

Reference yield:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 1415582-76-1
2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 5 h / 20 °C

2.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 16 h / 20 °C

3.1: magnesium / tetrahydrofuran / 3.5 h / Reflux

3.2: 16 h / Reflux

4.1: hydrogenchloride / dichloromethane; water / 4 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C

5.2: 2 h / 20 °C

With hydrogenchloride; n-butyllithium; ethylmagnesium bromide; magnesium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
DOI:10.1021/ol302958e

Reference yield:

: 1415582-68-1
5-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-1-methyl-1H-imidazole-4-carbaldehyde

: 1415582-76-1
2-azido-5,6,7-trimethoxy-4-(4-methoxyphenyl)-1-methyl-1H-naphtho[2,3-d]imidazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / tetrahydrofuran / 3.5 h / Reflux

1.2: 16 h / Reflux

2.1: hydrogenchloride / dichloromethane; water / 4 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C

3.2: 2 h / 20 °C

With hydrogenchloride; n-butyllithium; magnesium; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1021/ol302958e