3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide

Base Information

• Chemical Name: 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide
• CAS No.: 199383-69-2
• Molecular Formula: C₁₆H₂₀N₂O₃S
• Molecular Weight: 320.412
• Mol file: 199383-69-2.mol

Synonyms:3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide

Chemical Property of 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide

There total 3 articles about 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide 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: 70.0%

tri-n-butyl(vinyl)tin (7486-35-3) + 5-bromo-3-diethylamino-4-(4-methoxyphenyl)-isothiazole 1,1-dioxide (199383-67-0) → 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide (199383-69-2)

Guidance literature:

benzoylchlorobis(triphenylphosphine)palladium(II); In toluene; at 110 ℃; for 0.25h; other catalysts: (PPh₃)2Cl₂Pd, (PPh₃)4Pd;

DOI:10.1016/S0040-4020(97)10046-1

Reference yield: 20.0%

tri-n-butyl(vinyl)tin (7486-35-3) + 5-bromo-3-diethylamino-4-(4-methoxyphenyl)-isothiazole 1,1-dioxide (199383-67-0) → tributyltin bromide (1461-23-0) + 4-chloro-3-diethylamino-4-(4-methoxyphenyl)-4,5H-isothiazolin-1,1-dioxide (141855-74-5) + 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide (199383-69-2)

Guidance literature:

trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In toluene; at 110 ℃; for 16h; Product distribution; other tri(n-butyl)stannanes, other catalysts, other solvents, various reaction temperature and time;

DOI:10.1016/S0040-4020(97)10046-1

Reference yield:

4,5-dibromo-3-diethylamino-4,5-dihydro-4-(4-methoxyphenyl)-isothiazole 1,1-dioxide (199383-66-9) → 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide (199383-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂; CCl₄ / 8 h

2: 70 percent / benzylchlorobis(triphenylphosphine)palladium / toluene / 0.25 h / 110 °C / other catalysts: (PPh₃)2Cl₂Pd, (PPh₃)4Pd

With triethylamine; benzoylchlorobis(triphenylphosphine)palladium(II); In tetrachloromethane; dichloromethane; toluene;

DOI:10.1016/S0040-4020(97)10046-1

upstream raw materials:

tri-n-butyl(vinyl)tin

5-bromo-3-diethylamino-4-(4-methoxyphenyl)-isothiazole 1,1-dioxide

4,5-dibromo-3-diethylamino-4,5-dihydro-4-(4-methoxyphenyl)-isothiazole 1,1-dioxide

Downstream raw materials:

[5-[3-(3,5-dichloro-2,4,6-trimethyl-phenyl)-4,5-dihydro-isoxazol-5-yl]-4-(4-methoxy-phenyl)-1,1-dioxo-1H-1λ⁶-isothiazol-3-yl]-diethyl-amine