N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide

Base Information

• Chemical Name: N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide
• CAS No.: 1596117-51-9
• Molecular Formula: C₂₂H₁₇ClN₂O₃S
• Molecular Weight: 424.908

Synonyms:N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide

Chemical Property of N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide

There total 10 articles about N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide 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:

10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid 5-oxide (1282560-49-9) + 4-chlorobenzylamine (104-86-9) → N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide (1596117-51-9)

Guidance literature:

10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid 5-oxide; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

4-chlorobenzylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm500126s

Reference yield:

4-fluoro-3-nitro-benzoic acid methyl ester (329-59-9) → N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide (1596117-51-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 40 °C

2.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 60 °C

3.1: platinum(IV) oxide; palladium 10% on activated carbon; hydrogen / methanol / 48 h / 20 °C

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

5.2: 1.5 h / 20 °C

6.1: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C

7.1: acetic acid; dihydrogen peroxide / 8 h / 20 °C

8.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

8.2: 20 °C

With platinum(IV) oxide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium hydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500126s

Reference yield:

Methyl thiosalicylate (4892-02-8) → N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-oxide (1596117-51-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 40 °C

2.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 60 °C

3.1: platinum(IV) oxide; palladium 10% on activated carbon; hydrogen / methanol / 48 h / 20 °C

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

5.2: 1.5 h / 20 °C

6.1: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C

7.1: acetic acid; dihydrogen peroxide / 8 h / 20 °C

8.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

8.2: 20 °C

With platinum(IV) oxide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium hydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500126s

upstream raw materials:

10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid 5-oxide

4-chlorobenzylamine

methyl 4-((2-(methoxycarbonyl) phenyl) thio)-3-nitrobenzoate

4-fluoro-3-nitro-benzoic acid methyl ester

Downstream raw materials:

N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(R)-oxide

N-(4-chlorobenzyl)-10-methyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(S)-oxide

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