(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

Base Information

Chemical Name:(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate
CAS No.:865722-91-4
Molecular Formula:C₂₀H₂₀Br₂N₂O₇S
Molecular Weight:592.262
Hs Code.:

Synonyms:(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

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Chemical Property of (E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

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Technology Process of (E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

There total 6 articles about (E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate 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: 89.0%

: 865722-90-3
N-[3-(2,6-dibromo-4-iodophenoxy)propyl]-N-methyl-2-nitrobenzenesulfonamide

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 865722-91-4
(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

Guidance literature:: With palladium diacetate; tetrabutylammomium bromide; potassium acetate; 4 A molecular sieve; In N,N-dimethyl-formamide; at 20 ℃; for 8h;
DOI:10.1021/ol0513286

Reference yield:

: 865722-99-2
N-(3-bromopropyl)-2-nitrobenzenesulfonamide

: 865722-91-4
(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Cs₂CO₃; NaI / acetonitrile / 6 h / 50 °C

2: 94 percent / PPh₃; DEAD / toluene / 0.33 h / 20 °C

3: 89 percent / Pd(OAc)2; Bu₄NBr; KOAc / 4 Angstroem molecular sieves / dimethylformamide / 8 h / 20 °C

With palladium diacetate; tetrabutylammomium bromide; potassium acetate; caesium carbonate; triphenylphosphine; sodium iodide; diethylazodicarboxylate; 4 A molecular sieve; In N,N-dimethyl-formamide; toluene; acetonitrile; 3: Heck reaction;
DOI:10.1021/ol0513286

Reference yield:

: 865722-89-0
N-[3-(2,6-dibromo-4-iodophenoxy)propyl]-2-nitrobenzenesulfonamide

: 865722-91-4
(E)-methyl 3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / PPh₃; DEAD / toluene / 0.33 h / 20 °C

2: 89 percent / Pd(OAc)2; Bu₄NBr; KOAc / 4 Angstroem molecular sieves / dimethylformamide / 8 h / 20 °C

With palladium diacetate; tetrabutylammomium bromide; potassium acetate; triphenylphosphine; diethylazodicarboxylate; 4 A molecular sieve; In N,N-dimethyl-formamide; toluene; 2: Heck reaction;
DOI:10.1021/ol0513286