N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine

Base Information

• Chemical Name: N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine
• CAS No.: 1266584-24-0
• Molecular Formula: C₁₉H₂₂ClN₅
• Molecular Weight: 355.87

Synonyms:N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine

Chemical Property of N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine

Chemical Property:

Purity/Quality:

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Technology Process of N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine

There total 7 articles about N¹-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine 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: 96.0%

N1-(2-(4-chloro-2-nitrophenyl)quinazolin-4-yl)-N3,N3-dimethylpropane-1,3-diamine (1266584-22-8) → N1-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N3,N3-dimethylpropane-1,3-diamine (1266584-24-0)

Guidance literature:

With palladium 10% on activated carbon; hydrazine hydrate; In isopropyl alcohol; for 2h; Reflux;

DOI:10.1016/j.ejmech.2011.10.057

Reference yield:

4-chloro-2-(4-chloro-2-nitrophenyl)quinazoline (1266584-21-7) → N1-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N3,N3-dimethylpropane-1,3-diamine (1266584-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 5 h / Inert atmosphere; Reflux

2: palladium 10% on activated carbon; hydrazine hydrate / isopropyl alcohol / 2 h / Reflux

With palladium 10% on activated carbon; hydrazine hydrate; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1016/j.ejmech.2011.10.057

Reference yield:

4-chloro-2-nitro-benzoic acid (6280-88-2) → N1-(2-(2-amino-4-chlorophenyl)quinazolin-4-yl)-N3,N3-dimethylpropane-1,3-diamine (1266584-24-0)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / 1.5 h / 80 °C

2: triethylamine / chloroform / 5 h / 20 °C

3: potassium hydroxide / ethanol; water / 2 h / Reflux

4: N,N-diethylaniline; trichlorophosphate / toluene / 6 h / 80 °C

5: tetrahydrofuran / 5 h / Inert atmosphere; Reflux

6: palladium 10% on activated carbon; hydrazine hydrate / isopropyl alcohol / 2 h / Reflux

With thionyl chloride; palladium 10% on activated carbon; hydrazine hydrate; triethylamine; N,N-diethylaniline; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; chloroform; water; isopropyl alcohol; toluene;

DOI:10.1016/j.ejmech.2011.10.057

upstream raw materials:

N¹-(2-(4-chloro-2-nitrophenyl)quinazolin-4-yl)-N³,N³-dimethylpropane-1,3-diamine

N-(2-carbamoylphenyl)-4-chloro-2-nitrobenzamide

4-chloro-2-(4-chloro-2-nitrophenyl)quinazoline

4-chloro-2-nitro-benzoic acid

Downstream raw materials:

N-(5-chloro-2-(4-(3-(dimethylamino)propylamino)quinazolin-2-yl)phenyl)-2-(piperidin-1-yl)acetamide

N-(5-chloro-2-(4-(3-(dimethylamino)propylamino)quinazolin-2-yl)phenyl)-2-(pyrrolidin-1-yl)acetamide

N-(5-chloro-2-(4-(3-(dimethylamino)propylamino)quinazolin-2-yl)phenyl)-2-(diethylamino)acetamide

N-(5-chloro-2-(4-(3-(dimethylamino)propylamino)quinazolin-2-yl)phenyl)-2-(4-methylpiperazin-1-yl)acetamide

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