5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

Base Information

Chemical Name:5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde
CAS No.:1574571-78-0
Molecular Formula:C₂₈H₁₈N₄OS₂
Molecular Weight:490.609
Hs Code.:

Synonyms:5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

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Chemical Property of 5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

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Technology Process of 5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

There total 4 articles about 5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-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: 41.0%

: 1574571-53-1
4-(7-bromo-[1,2,5]thiadiazolo[3,4-c]pyridin-4-yl)-N,N-diphenylaniline

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

: 1574571-78-0
5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; In tetrahydrofuran; at 80 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tet.2014.04.039

Reference yield:

: 221241-11-8
3,4-diamino-2,5-dibromopyridine

: 1574571-78-0
5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / 16 h / Reflux

2: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 12 h / 95 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; water; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Stille Cross Coupling / 3: |Suzuki Coupling;
DOI:10.1016/j.tet.2014.04.039

Reference yield:

: 1007128-71-3
7-bromo-4-chloro-[1,2,5]thiadiazole-[3,4-c]pyridine

: 1574571-78-0
5-{4-[4-(diphenylamino)phenyl]-[1,2,5]thiadiazolo[3,4-c]pyridin-7-yl}thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 12 h / 95 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: |Stille Cross Coupling / 2: |Suzuki Coupling;
DOI:10.1016/j.tet.2014.04.039