(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

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Chemical Name:(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one
CAS No.:1644612-89-4
Molecular Formula:C₃₄H₂₆INO₃S₂
Molecular Weight:687.622
Hs Code.:

Synonyms:(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

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Chemical Property of (E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

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Technology Process of (E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

There total 3 articles about (E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one 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: 73.0%

: 5'-[4-(diphenylamino)phenyl]-2,2'-bithiophene-5-carbaldehyde

: 142779-83-7
5-iodo-2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 1644612-89-4
(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: 5-iodo-2,2,6-trimethyl-4H-1,3-dioxin-4-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

5'-[4-(diphenylamino)phenyl]-2,2'-bithiophene-5-carbaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201402478

Reference yield:

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 1644612-89-4
(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic anhydride; N-iodo-succinimide / 8 h / 20 °C / Inert atmosphere; Darkness

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C / Inert atmosphere

2.3: 1 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; n-butyllithium; acetic anhydride; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1002/ejoc.201402478

Reference yield:

: 1694-31-1
tert-butyl acetoacetate

: 1644612-89-4
(E)-6-(2-{5'-[4-(diphenylamino)phenyl](2,2'-bithiophen)-5-yl}vinyl)-5-iodo-2,2-dimethyl-4H-1,3-dioxin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic anhydride; sulfuric acid / acetone / 5 h / 0 - 20 °C

2.1: acetic anhydride; N-iodo-succinimide / 8 h / 20 °C / Inert atmosphere; Darkness

3.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C / Inert atmosphere

3.3: 1 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; n-butyllithium; sulfuric acid; acetic anhydride; diisopropylamine; In tetrahydrofuran; hexane; acetone;
DOI:10.1002/ejoc.201402478