5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

Base Information

Chemical Name:5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde
CAS No.:854516-37-3
Molecular Formula:C₂₉H₁₉N₃OS₂
Molecular Weight:489.621
Hs Code.:

Synonyms:5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

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Chemical Property of 5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

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Technology Process of 5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

There total 7 articles about 5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]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: 51.0%

: 830325-93-4
(4-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenyl-aniline)

: 98-03-3
thiophene-2-carbaldehyde

: 854516-37-3
5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

Guidance literature:: With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In toluene; at 110 ℃; for 16h; Inert atmosphere; Sealed tube;
DOI:10.1039/c4ta03098b

Reference yield:

: 830325-93-4
(4-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenyl-aniline)

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

: 854516-37-3
5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

Guidance literature:: With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In ethanol; toluene; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.07.095

Reference yield:

: 15155-41-6
4,7-dibromobenzo[c][1,2,5]thiadiazole

: 854516-37-3
5-[7-(4-diphenylaminophenyl)benzo[1,2,5]thiadiazol-4-yl]thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / Pd(PPh₃)4; Na₂CO₃ / toluene; tetrahydrofuran; H₂O / 24 h / Heating

2: Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h / 80 °C

3: 5.2 g / aq. AcOH / 5 h / 50 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 1: Suzuki coupling / 2: Stille coupling;
DOI:10.1021/ol050417f