N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

Base Information

Chemical Name:N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea
CAS No.:765949-01-7
Molecular Formula:C₂₂H₂₀N₄O₂
Molecular Weight:372.426
Hs Code.:

Synonyms:N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

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Chemical Property of N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

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Technology Process of N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

There total 5 articles about N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)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: 74.0%

: 765949-00-6
N-(3-methylphenyl)-N'-[4-(7-nitro-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]urea

: 765949-01-7
N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.041

Reference yield:

: 99548-54-6
methyl 3-bromo-2-methylbenzoate

: 765949-01-7
N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NBS; Bz₂O₂ / benzene

2: 87 percent / aq. NH₃ / tetrahydrofuran

3: 91 percent / HNO₃; H₂SO₄ / 0 °C

4: 75 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 90 °C

5: 74 percent / H₂ / Pd/C / tetrahydrofuran; dimethylformamide

With ammonium hydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydrogen; nitric acid; sodium carbonate; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide; benzene; 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2004.06.041

Reference yield:

: 337536-15-9
4-bromo-2,3-dihydro-isoindol-1-one

: 765949-01-7
N-[4-(7-amino-1-oxo-2,3-dihydro-1H-isoindol-4-yl)phenyl]-N'-(3-methylphenyl)urea

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / HNO₃; H₂SO₄ / 0 °C

2: 75 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 90 °C

3: 74 percent / H₂ / Pd/C / tetrahydrofuran; dimethylformamide

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydrogen; nitric acid; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2004.06.041