2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

Base Information

Chemical Name:2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide
CAS No.:1436405-82-1
Molecular Formula:C₂₁H₂₄ClFN₄O₃
Molecular Weight:434.898
Hs Code.:

Synonyms:2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

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Technology Process of 2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

There total 8 articles about 2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide 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: 52.0%

: 1436405-81-0
N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxy-2-nitrobenzamide

: 1436405-82-1
2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

Guidance literature:: With calcium chloride; zinc; In ethanol; water; for 10h; Reflux;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 91004-38-5
3-acetamido-4-hydroxybenzoic acid

: 1436405-82-1
2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

2.1: acetic acid; nitric acid / 6 h / 25 - 35 °C

3.1: thionyl chloride / dichloromethane / 1 h / Reflux

4.1: dichloromethane / 0.5 h / 0 °C

5.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 20 °C

6.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 26 - 30 °C / Inert atmosphere

6.2: 3 h / 0 °C

7.1: zinc; calcium chloride / water; ethanol / 10 h / Reflux

With thionyl chloride; oxalyl dichloride; nitric acid; potassium carbonate; acetic acid; N,N-dimethyl-formamide; calcium chloride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 1356916-92-1
3-acetamido-4-ethoxybenzoic acid

: 1436405-82-1
2-amino-N-(3-chloro-4-fluorophenyl)-5-(4-(dimethylamino)but-2-enamido)-4-ethoxybenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic acid; nitric acid / 6 h / 25 - 35 °C

2.1: thionyl chloride / dichloromethane / 1 h / Reflux

3.1: dichloromethane / 0.5 h / 0 °C

4.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 20 °C

5.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 26 - 30 °C / Inert atmosphere

5.2: 3 h / 0 °C

6.1: zinc; calcium chloride / water; ethanol / 10 h / Reflux

With thionyl chloride; oxalyl dichloride; nitric acid; potassium carbonate; acetic acid; N,N-dimethyl-formamide; calcium chloride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.bmc.2013.03.053