2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

Base Information

Chemical Name:2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile
CAS No.:1167416-13-8
Molecular Formula:C₂₂H₂₀ClN₃O₂
Molecular Weight:393.873
Hs Code.:

Synonyms:2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

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Chemical Property of 2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

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Technology Process of 2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

There total 4 articles about 2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile 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: 60.0%

: 1167416-12-7
3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2-methylbenzonitrile

: 106-95-6
allyl bromide

: 1167416-13-8
2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

Guidance literature:: 3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2-methylbenzonitrile; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jm5010336

Reference yield:

: 3964-57-6
methyl 4-hydroxy-3-chlorobenzoate

: 1167416-13-8
2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 0.75 h / Inert atmosphere; Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydride; potassium carbonate; diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm5010336

Reference yield:

: 213598-06-2
methyl 3-chloro-4-isopropoxybenzoate

: 1167416-13-8
2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 0.75 h / Inert atmosphere; Reflux

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydride; diisopropylamine; In tetrahydrofuran; hexane; mineral oil;
DOI:10.1021/jm5010336