N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide

Base Information

• Chemical Name: N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide
• CAS No.: 401577-84-2
• Molecular Formula: C₂₀H₂₁N₃O₂
• Molecular Weight: 335.406

Synonyms:N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide

Chemical Property of N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide

Chemical Property:

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Technology Process of N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide

There total 2 articles about N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide 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: 64.0%

1-amino-1,2,3,9a-tetrahydro-9,9,9a-trimethylimidazolo[1,2-a]indol-2(9H)-one (401834-53-5) + benzoyl chloride (98-88-4) → N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide (401577-84-2)

Guidance literature:

In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.tet.2006.01.054

Reference yield:

1-carbamoylmethyl-2,3,3-trimethyl-3H-indolinium chloride (90907-07-6) → N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide (401577-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / hydrazine dihydrate / 0.5 h / 70 °C

2: 64 percent / dioxane / 20 °C

With hydrazine hydrate; In 1,4-dioxane;

DOI:10.1016/j.tet.2006.01.054

Reference yield: 66.0%

N-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)benzamide (401577-84-2) → N'-[(2,3,3-trimethyl-2,3-dihydro-1H-indol-1-yl)acetyl]benzohydrazide

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 70 ℃;

DOI:10.1016/j.tet.2006.01.054

upstream raw materials:

1-amino-1,2,3,9a-tetrahydro-9,9,9a-trimethylimidazolo[1,2-a]indol-2(9H)-one

benzoyl chloride

1-carbamoylmethyl-2,3,3-trimethyl-3H-indolinium chloride

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