3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

Base Information

Chemical Name:3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid
CAS No.:1360702-49-3
Molecular Formula:C₃₀H₂₂N₂O₂S
Molecular Weight:474.583
Hs Code.:

Synonyms:3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

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Chemical Property of 3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

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Technology Process of 3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

There total 6 articles about 3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid 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: 68.7%

: 1360702-45-9
5-(2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde

: 372-09-8
cyanoacetic acid

: 1360702-49-3
3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

Guidance literature:: With piperidine; In tetrahydrofuran; for 6h; Inert atmosphere; Reflux;
DOI:10.1016/j.dyepig.2011.11.002

Reference yield:

: 91222-34-3
4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)benzaldehyde

: 1360702-49-3
3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 25 h / 20 °C / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.67 h / -78 - 0 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: piperidine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With piperidine; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; 1.1: Wittig reaction / 1.2: Wittig reaction / 3.1: Knoevenagel condensation;
DOI:10.1016/j.dyepig.2011.11.002

Reference yield:

: 494-19-9
9,10-dihydrodibenzazepine

: 1360702-49-3
3-(5-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)styryl)thiophene-2-yl)-2-cyanoacrylic acid

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: trichlorophosphate / 1 h / 0 °C / Inert atmosphere

2.2: 8 h / 80 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 25 h / 20 °C / Inert atmosphere; Reflux

4.1: n-butyllithium / tetrahydrofuran; hexane / 1.67 h / -78 - 0 °C / Inert atmosphere

4.2: 2 h / -78 - 20 °C / Inert atmosphere

5.1: piperidine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With piperidine; n-butyllithium; 18-crown-6 ether; potassium tert-butylate; copper; potassium carbonate; trichlorophosphate; In tetrahydrofuran; hexane; 1,2-dichloro-benzene; 1.1: Ullmann condensation / 2.1: Vilsmeier-Haack reaction / 2.2: Vilsmeier-Haack reaction / 3.1: Wittig reaction / 3.2: Wittig reaction / 5.1: Knoevenagel condensation;
DOI:10.1016/j.dyepig.2011.11.002