5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

Base Information

Chemical Name:5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde
CAS No.:1360702-43-7
Molecular Formula:C₂₅H₁₉NOS
Molecular Weight:381.498
Hs Code.:

Synonyms:5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

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Chemical Property of 5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

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Technology Process of 5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

There total 4 articles about 5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde 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: 46.8%

: 1360702-41-5
5-(4-bromophenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

: (5-formylthiophen-2-yl)boronic acid

: 1360702-43-7
5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

Guidance literature:: 5-(4-bromophenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 45 ℃; for 0.5h; Inert atmosphere;

(5-formylthiophen-2-yl)boronic acid; In tetrahydrofuran; water; for 12h; Inert atmosphere; Reflux;
DOI:10.1016/j.dyepig.2011.11.002

Reference yield:

: 494-19-9
9,10-dihydrodibenzazepine

: 1360702-43-7
5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 18-crown-6 ether; copper; potassium carbonate / 1,2-dichloro-benzene / 48 h / 180 °C / Inert atmosphere

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 0.5 h / 45 °C / Inert atmosphere

3.2: 12 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; copper; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; 1.1: Ullmann condensation / 3.1: Suzuki coupling / 3.2: Suzuki coupling;
DOI:10.1016/j.dyepig.2011.11.002

Reference yield:

: 78943-60-9
10,11-dihydro-N-phenyldibenzazepine

: 1360702-43-7
5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 0.5 h / 45 °C / Inert atmosphere

2.2: 12 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling / 2.2: Suzuki coupling;
DOI:10.1016/j.dyepig.2011.11.002