2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide

Base Information

• Chemical Name: 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide
• CAS No.: 550315-00-9
• Molecular Formula: C₁₈H₁₉N₃O₄S
• Molecular Weight: 373.433

Synonyms:2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide

Chemical Property of 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide

Chemical Property:

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Technology Process of 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide

There total 3 articles about 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-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: 69.0%

2-amino-4,5,6,7,8,9-hexahydrocycloocta[4,5]thiophene-3-carboxamide (40106-15-8) + 3-nitrobenzoic acid (121-92-6) → 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide (550315-00-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2014.02.028

Reference yield:

2-amino-4,5,6,7,8,9-hexahydrocyclooctathiophene-3-carbonitrile (40106-14-7) → 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide (550315-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 12 h / 20 °C

2: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C

With sulfuric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2014.02.028

Reference yield:

cycloactanone (502-49-8) → 2-(3-nitrobenzamido)-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxamide (550315-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; sulfur / N,N-dimethyl-formamide / 9 h / 20 °C

2: sulfuric acid / 12 h / 20 °C

3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C

With sulfuric acid; benzotriazol-1-ol; sulfur; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2014.02.028

upstream raw materials:

2-amino-4,5,6,7,8,9-hexahydrocyclooctathiophene-3-carbonitrile

2-amino-4,5,6,7,8,9-hexahydrocycloocta[4,5]thiophene-3-carboxamide

3-nitrobenzoic acid

cycloactanone

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