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

Base Information

• Chemical Name: 1-phenyl-3-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)urea
• CAS No.: 886754-84-3
• Molecular Formula: C₂₀H₂₂N₄O₂
• Molecular Weight: 350.42

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

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

Chemical Property:

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

There total 2 articles about 1-phenyl-3-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)urea 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: 38.0%

1-amino-1,2,3,9a-tetrahydro-9,9,9a-trimethylimidazolo[1,2-a]indol-2(9H)-one (401834-53-5) + phenyl isocyanate (103-71-9) → 1-phenyl-3-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)urea (886754-84-3)

Guidance literature:

In toluene; at 80 ℃; for 2h;

DOI:10.1016/j.tet.2006.01.054

Reference yield:

1-carbamoylmethyl-2,3,3-trimethyl-3H-indolinium chloride (90907-07-6) → 1-phenyl-3-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)urea (886754-84-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 38 percent / toluene / 2 h / 80 °C

With hydrazine hydrate; In toluene;

DOI:10.1016/j.tet.2006.01.054

Reference yield: 71.0%

1-phenyl-3-(9,9,9a-trimethyl-2-oxo-2,3,9,9a-tetrahydro-1H-imidazo[1,2-a]indol-1-yl)urea (886754-84-3) → N-phenyl-2-[(2,3,3-trimethyl-2,3-dihydro-1H-indol-1-yl)acetyl]hydrazinecarboxamide (886754-88-7)

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

phenyl isocyanate

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

Downstream raw materials:

N-phenyl-2-[(2,3,3-trimethyl-2,3-dihydro-1H-indol-1-yl)acetyl]hydrazinecarboxamide

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