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

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Chemical Name:9-chloro-2-({3-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione
CAS No.:1350816-01-1
Molecular Formula:C₂₃H₂₄ClN₅S
Molecular Weight:437.996
Hs Code.:

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

There total 10 articles about 9-chloro-2-({3-[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: 100.0%

: 1350815-96-1
2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

: 1350816-01-1
9-chloro-2-({3-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: With pyridine; tetraphosphorus decasulfide; at 60 ℃;
DOI:10.1021/jm2011172

Reference yield:

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

: 1350816-01-1
9-chloro-2-({3-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: Multi-step reaction with 7 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 / 75 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1.17 h / 150 °C / Microwave irradiation

7.1: pyridine; tetraphosphorus decasulfide / 60 °C

With pyridine; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetraphosphorus decasulfide; potassium tert-butylate; water; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; 2.1: Dieckmann reaction;
DOI:10.1021/jm2011172

Reference yield:

: 46228-63-1
3-(3-bromophenyl)-N,N-dimethylpropan-1-amine

: 1350816-01-1
9-chloro-2-({3-[3-(dimethylamino)propyl]phenyl}amino)-5,7-dihydro-6H-pyrimido[5,4-d][1]benzazepine-6-thione

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1.17 h / 150 °C / Microwave irradiation

2: pyridine; tetraphosphorus decasulfide / 60 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetraphosphorus decasulfide; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane;
DOI:10.1021/jm2011172