2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

Base Information

Chemical Name:2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester
CAS No.:1189810-56-7
Molecular Formula:C₂₂H₁₈ClNO₄S
Molecular Weight:427.908
Hs Code.:

Synonyms:2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

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Chemical Property of 2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

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Technology Process of 2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

There total 10 articles about 2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester 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: 69.0%

: 201230-82-2
carbon monoxide

: 1189810-76-1
8-bromo-N-(2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

: 1189810-56-7
2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

Guidance literature:: With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In methanol; N,N-dimethyl-formamide; at 70 ℃; for 48h; Product distribution / selectivity;

Reference yield: 69.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1189810-76-1
8-bromo-N-(2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

: 1189810-56-7
2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 48h; under 2585.81 Torr;
DOI:10.1021/jm2007084

Reference yield:

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

: 1189810-56-7
2-[(2-chlorophenyl)methylcarbamoyl]-4,5-dihydro-6-oxa-1-thiabenzo[e]azulene-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 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

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