4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

Base Information

Chemical Name:4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole
CAS No.:886444-89-9
Molecular Formula:C₃₁H₂₂BrN₃S
Molecular Weight:548.506
Hs Code.:

Synonyms:4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

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Chemical Property of 4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

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Technology Process of 4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

There total 5 articles about 4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole 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: 61.0%

: 886444-88-8
4-[4-(N,N-diphenylamino)phenyl]-7-(4-hydroxymethylphenyl)-2,1,3-benzothiadiazole

: 886444-89-9
4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

Guidance literature:: With phosphorus tribromide; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1002/anie.201510600

Reference yield:

: 830325-94-5
4-(7-(4-(diphenylamino)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)benzaldehyde

: 886444-89-9
4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / NaBH₄ / tetrahydrofuran; ethanol / 1 h / 80 °C

2: 53 percent / PBr₃ / tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; phosphorus tribromide; In tetrahydrofuran; ethanol;
DOI:10.1002/chem.200500921

Reference yield:

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

: 886444-89-9
4-[4-(bromomethyl)phenyl]-7-[4-(N,N-diphenylamino)phenyl]-2,1,3-benzothiadiazole

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 20 h / Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 20 h / Reflux

3: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 20 °C

4: phosphorus tribromide / tetrahydrofuran; dichloromethane / 3 h / 0 - 20 °C

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phosphorus tribromide; sodium carbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201510600