N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

Base Information

Chemical Name:N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide
CAS No.:1459809-08-5
Molecular Formula:C₂₉H₃₅N₅O₂S
Molecular Weight:517.695
Hs Code.:

Synonyms:N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

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Chemical Property of N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

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Technology Process of N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

There total 14 articles about N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide 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: 94.0%

: 1459809-05-2
N,N-diethyl-4-((4-(2-isothiocyanatoethyl)phenyl)diazenyl)aniline

: 7,8-dihydroxy-2,3,4,5-tetrahydro-2-benzazepine hydrobromide

: 1459809-08-5
N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

Guidance literature:: 7,8-dihydroxy-2,3,4,5-tetrahydro-2-benzazepine hydrobromide; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

N,N-diethyl-4-((4-(2-isothiocyanatoethyl)phenyl)diazenyl)aniline; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1002/anie.201302530

Reference yield:

: 94838-59-2
tert-butyl 4-aminophenethylcarbamate

: 1459809-08-5
N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: Oxone / dichloromethane; ethanol; water / 12 h / 20 °C

2.1: acetic acid / dimethyl sulfoxide / 72 h / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; water / 16 h / 20 °C

4.1: dichloromethane / 12 h / 20 °C

5.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

5.2: 12 h / 20 °C

With hydrogenchloride; Oxone; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/anie.201302530

Reference yield:

: 621-59-0
isovanillin

: 1459809-08-5
N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: dichloromethane / 18 h / 20 °C / Reflux

2.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 16 h / 20 °C

4.1: 16 h / 150 °C / Molecular sieve

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 20 °C / Reflux

6.1: methanesulfonic acid / acetonitrile / 16 h / Reflux

7.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere

8.1: hydrogen bromide / 20 °C / Reflux

9.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

9.2: 12 h / 20 °C

With lithium aluminium tetrahydride; methanesulfonic acid; palladium 10% on activated carbon; hydrogen bromide; hydrogen; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.201302530