N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

Base Information

Chemical Name:N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide
CAS No.:457638-60-7
Molecular Formula:C₂₁H₂₄N₂O₅S₂
Molecular Weight:448.564
Hs Code.:

Synonyms:N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

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Chemical Property of N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

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Technology Process of N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

There total 4 articles about N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide 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: 86.0%

: 108-98-5
thiophenol

: N-[(Z)-4-{(Z)-4-bromobut-2-enyloxy}but-2-enyl]-N-(2-nitrophenyl)methanesulfonamide

: 457638-60-7
N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

Guidance literature:: thiophenol; With sodium hydride; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

N-[(Z)-4-{(Z)-4-bromobut-2-enyloxy}but-2-enyl]-N-(2-nitrophenyl)methanesulfonamide; In tetrahydrofuran; hexane; mineral oil; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.3762/bjoc.5.1

Reference yield:

: 457638-57-2
N-[(Z)-4-{(Z)-4-hydroxybut-2-enyloxy}but-2-enyl]-N-(2-nitrophenyl)methanesulfonamide

: 457638-60-7
N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: N-bromosuccinimide; dimethyl sulfide / CH₂Cl₂ / 0 - 20 °C

2: sodium hydride / tetrahydrofuran

With N-Bromosuccinimide; dimethylsulfide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0262643

Reference yield:

: 457638-53-8
(Z)-4-[(Z)-4-(tert-butyldiphenylsilanyloxy)but-2-enyloxy]but-2-en-1-ol

: 457638-60-7
N-(2-nitrophenyl)-N-[(Z)-4-{(Z)-4-phenylsulfanylbut-2-enyloxy}but-2-enyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran

2: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran

3: N-bromosuccinimide; dimethyl sulfide / CH₂Cl₂ / 0 - 20 °C

4: sodium hydride / tetrahydrofuran

With N-Bromosuccinimide; dimethylsulfide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0262643