N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Base Information

Chemical Name:N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide
CAS No.:1189812-34-7
Molecular Formula:C₂₂H₂₁ClN₂O₂S
Molecular Weight:412.94
Hs Code.:

Synonyms:N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

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Chemical Property of N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

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Technology Process of N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

There total 12 articles about N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide 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: 43.0%

: 1189816-42-9
8-bromomethyl-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-2-carboxylic acid (2-chlorophenyl)methylamide

: 74-89-5
methylamine

: 1189812-34-7
N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Guidance literature:: With triethylamine; In ethanol; at 60 ℃; for 2h;
DOI:10.1021/jm2007084

Reference yield:

: 157245-84-6
ethyl 4-(3-bromophenoxy)butanoate

: 1189812-34-7
N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1: lithium hydroxide monohydrate; water / tetrahydrofuran / 48 h / 50 °C

2: polyphosphoric acid; celite / toluene / 5 h / 110 °C

3: N,N-dimethyl-formamide / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 50 °C

5: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 50 °C

6: thionyl chloride / 2 h / 80 °C

7: triethylamine / dichloromethane / 0 - 20 °C

8: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 48 h / 70 °C / 2585.81 Torr

9: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

10: phosphorus tribromide / tetrahydrofuran; dichloromethane / 20 °C

11: triethylamine / ethanol / 2 h / 60 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium aluminium tetrahydride; thionyl chloride; lithium hydroxide monohydrate; water; palladium diacetate; phosphorus tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm2007084

Reference yield:

: C₁₁H₉BrO₃

: 1189812-34-7
N-(2-chlorophenyl)-N-methyl-8-((methylamino)methyl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

2: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 50 °C

3: thionyl chloride / 2 h / 80 °C

4: triethylamine / dichloromethane / 0 - 20 °C

5: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 48 h / 70 °C / 2585.81 Torr

6: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7: phosphorus tribromide / tetrahydrofuran; dichloromethane / 20 °C

8: triethylamine / ethanol / 2 h / 60 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium aluminium tetrahydride; thionyl chloride; lithium hydroxide monohydrate; water; palladium diacetate; phosphorus tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm2007084