(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

Base Information

Chemical Name:(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide
CAS No.:1610967-19-5
Molecular Formula:C₂₇H₂₇ClN₄O₂SSi
Molecular Weight:535.141
Hs Code.:

Synonyms:(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

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Chemical Property of (Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

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Technology Process of (Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

There total 8 articles about (Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide 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%

: 1610967-55-9
1-[(2-azido-4-chlorophenyl)ethynyl]-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one

: 1610967-57-1
(Z)-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

: 1610967-19-5
(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

Guidance literature:: With potassium phosphate; copper(l) iodide; In tetrahydrofuran; at 50 ℃; for 3h;
DOI:10.1021/ol5012604

Reference yield:

: 823-57-4
2-bromo-5-chloroaniline

: 1610967-19-5
(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro bis(acetonitrile) palladium(II); tri-tert-butyl phosphine; copper(l) iodide; diisopropylamine / toluene / 2 h / 50 °C / Inert atmosphere

2.1: trifluoroacetic acid; sodium nitrite / water / 1 h / 0 °C

2.2: 1 h / 0 °C

3.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

With dichloro bis(acetonitrile) palladium(II); potassium phosphate; copper(l) iodide; tri-tert-butyl phosphine; trimethylsilyl trifluoromethanesulfonate; diisopropylamine; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; water; toluene; acetonitrile; 1.1: |Sonogashira Cross-Coupling / 2.1: |Sandmeyer Reaction / 2.2: |Sandmeyer Reaction;
DOI:10.1021/ol5012604

Reference yield:

: 1169441-26-2
5-chloro-2-((trimethylsilyl)ethynyl)aniline

: 1610967-19-5
(Z)-N-[(2-azido-4-chlorophenyl)ethynyl]-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid; sodium nitrite / water / 1 h / 0 °C

1.2: 1 h / 0 °C

2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

With potassium phosphate; copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; water; acetonitrile; 1.1: |Sandmeyer Reaction / 1.2: |Sandmeyer Reaction;
DOI:10.1021/ol5012604