(E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one

Base Information

• Chemical Name: (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one
• CAS No.: 1449373-09-4
• Molecular Formula: C₂₄H₁₅BrClNO₂
• Molecular Weight: 464.746

Synonyms:(E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one

Chemical Property of (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one

Chemical Property:

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Technology Process of (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one

There total 2 articles about (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one 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: 89.0%

3-acetyl-4-(4-bromophenyl)quinolin-2(1H)-one (1449372-77-3) + 4-chlorobenzaldehyde (104-88-1) → (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one (1449373-09-4)

Guidance literature:

3-acetyl-4-(4-bromophenyl)quinolin-2(1H)-one; With potassium hydroxide; In ethanol; water; at 0 ℃; for 0.75h;

4-chlorobenzaldehyde; In ethanol; water; at 0 - 20 ℃;

DOI:10.1021/jm400652r

Reference yield:

2-amino-4'-bromobenzophenone (1140-17-6) → (E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one (1449373-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 1.25 h / 140 °C / Microwave irradiation; Molecular sieve

2.1: potassium hydroxide / water; ethanol / 0.75 h / 0 °C

2.2: 0 - 20 °C

With potassium hydroxide; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm400652r

Reference yield: 79.0%

(E)-4-(4-bromophenyl)-3-[3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one (1449373-09-4) → 4-(4-bromophenyl)-3-[5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one (1449373-54-9)

Guidance literature:

With hydrazine; In ethanol; at 110 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1021/jm400652r

upstream raw materials:

2-amino-4'-bromobenzophenone

3-acetyl-4-(4-bromophenyl)quinolin-2(1H)-one

4-chlorobenzaldehyde

Downstream raw materials:

4-(4-bromophenyl)-3-[5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one

4-{3-[4-(4-bromophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanoic acid

(E)-4-{3-[4-(4-bromophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobut-2-enoic acid

(E)-methyl 4-{3-[4-(4-bromophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobut-2-enoate

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