1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Base Information

Chemical Name:1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
CAS No.:163617-97-8
Molecular Formula:C₃₂H₃₉N₅O₂
Molecular Weight:525.694
Hs Code.:

Synonyms:1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

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Chemical Property of 1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

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Technology Process of 1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

There total 6 articles about 1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 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: 36.5%

: 163617-96-7
N-(1-adamantyl)methyl-N'-[2-(1-pyrrolidino)ethyl]-1,2-phenylenediamine

: 19288-90-5
2-(phenylhydrazono)-propanedioyl dichloride

: 163617-97-8
1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: In ethyl acetate; for 2h; Reflux;
DOI:10.1016/j.bmc.2011.05.057

Reference yield:

: 88-74-4
2-nitro-aniline

: 163617-97-8
1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / acetone / 25 h / 23 - 70 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / toluene / 1.25 h / 10 - 110 °C / Inert atmosphere

2.2: 0.67 h / 23 °C / Inert atmosphere

3.1: sodium dithionite; water; potassium carbonate / ethanol / 0.5 h / 23 °C

3.2: pH 3

3.3: pH 10

4.1: sodium iodide / N,N-dimethyl-formamide / 4 h / Reflux; Inert atmosphere

5.1: ethyl acetate / 2 h / Reflux

With sodium dithionite; dimethylsulfide borane complex; water; potassium carbonate; triethylamine; sodium iodide; In ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.bmc.2011.05.057

Reference yield:

: 2094-72-6
1-Adamantanecarbonyl chloride

: 163617-97-8
1-(1-adamantyl)methyl-2,4-dioxo-5-[2-(pyrrolidin-1-yl)ethyl]-3-phenylhydrazono-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / acetone / 25 h / 23 - 70 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / toluene / 1.25 h / 10 - 110 °C / Inert atmosphere

2.2: 0.67 h / 23 °C / Inert atmosphere

3.1: sodium dithionite; water; potassium carbonate / ethanol / 0.5 h / 23 °C

3.2: pH 3

3.3: pH 10

4.1: sodium iodide / N,N-dimethyl-formamide / 4 h / Reflux; Inert atmosphere

5.1: ethyl acetate / 2 h / Reflux

With sodium dithionite; dimethylsulfide borane complex; water; potassium carbonate; triethylamine; sodium iodide; In ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.bmc.2011.05.057