9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Base Information

Chemical Name:9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione
CAS No.:1350816-13-5
Molecular Formula:C₂₃H₂₃Cl₂N₅S
Molecular Weight:472.441
Hs Code.:

Synonyms:9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

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Chemical Property of 9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

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Technology Process of 9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

There total 11 articles about 9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione 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: 41.0%

: 1350816-51-1
9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepin-6-one

: 1350816-13-5
9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: With Lawessons reagent; In tetrahydrofuran; at 60 ℃;
DOI:10.1021/jm2011172

Reference yield:

: 7223-38-3
N,N-Dimethylpropargylamin

: 1350816-13-5
9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: Multi-step reaction with 6 steps

1: dichloro bis(acetonitrile) palladium(II); caesium carbonate; XPhos / N,N-dimethyl-formamide / 16 h / 50 °C / Inert atmosphere

2: hydrogen; pyrographite; sulfur; platinum / methanol / 2.83 h / 20 °C

3: mercury (II) chloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere

4: hydrogenchloride / 1,4-dioxane / 20 °C

5: potassium carbonate / ethanol / 125 °C / Inert atmosphere

6: Lawessons reagent / tetrahydrofuran / 60 °C

With Lawessons reagent; hydrogenchloride; dichloro bis(acetonitrile) palladium(II); hydrogen; potassium carbonate; pyrographite; caesium carbonate; sulfur; mercury (II) chloride; triethylamine; platinum; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm2011172

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 1350816-13-5
9-chloro-2-({3-chloro-5-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 10 °C

2.2: 20 °C / pH 4

3.1: water / dimethyl sulfoxide / 150 °C / Cooling

3.2: 0 °C

4.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

5.1: potassium carbonate / ethanol / 125 °C / Inert atmosphere

6.1: Lawessons reagent / tetrahydrofuran / 60 °C

With Lawessons reagent; dmap; potassium tert-butylate; water; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; 2.1: Dieckmann reaction;
DOI:10.1021/jm2011172