2-Propenamide, 3-[2-bromo-4-(1,1-dimethylethyl)phenyl]-N-(2,3-dihydro-1,4-benzodioxin -6-yl)-, (2E)-

Base Information

• Chemical Name: 2-Propenamide, 3-[2-bromo-4-(1,1-dimethylethyl)phenyl]-N-(2,3-dihydro-1,4-benzodioxin -6-yl)-, (2E)-
• CAS No.: 545395-50-4
• Molecular Formula: C21H22BrNO3
• Molecular Weight: 416.315
• Mol file: 545395-50-4.mol

Synonyms:

Chemical Property of 2-Propenamide, 3-[2-bromo-4-(1,1-dimethylethyl)phenyl]-N-(2,3-dihydro-1,4-benzodioxin -6-yl)-, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenamide, 3-[2-bromo-4-(1,1-dimethylethyl)phenyl]-N-(2,3-dihydro-1,4-benzodioxin -6-yl)-, (2E)-

There total 7 articles about 2-Propenamide, 3-[2-bromo-4-(1,1-dimethylethyl)phenyl]-N-(2,3-dihydro-1,4-benzodioxin -6-yl)-, (2E)- 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%

6-amino-3,4-benzodioxane (22013-33-8) + 3-(2-bromo-4-tert-butyl-phenyl)-acryloyl chloride → (2E)-N-(2H,3H-benzo[e]1,4-dioxan-6-yl)-3-[4-(tert-butyl)-2-bromophenyl]prop-2-enamide (545395-50-4)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/jm049485i

Reference yield:

4-tert-butyltoluene (98-51-1) → (2E)-N-(2H,3H-benzo[e]1,4-dioxan-6-yl)-3-[4-(tert-butyl)-2-bromophenyl]prop-2-enamide (545395-50-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / NaBrO₃; aq. NaHSO₃ / acetonitrile / 6 h

2.1: 94 percent / NaOEt; EtOH; 2-nitropropane / 5 h / 25 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

3.2: tetrahydrofuran / 3 h / Heating

4.1: 4.3 g / aq. NaOH / methanol / 3 h / Heating

5.1: oxalyl chloride; DMF / CH₂Cl₂ / 1.5 h / Heating

6.1: 73 percent / pyridine / CH₂Cl₂ / 4 h / 25 °C

With pyridine; sodium hydroxide; sodium bromate; oxalyl dichloride; ethanol; 2-nitropropane; sodium ethanolate; sodium hydride; sodium hydrogensulfite; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jm049485i

Reference yield:

2-bromo-1-(bromomethyl)-4-(tert-butyl)benzene (246139-76-4) → (2E)-N-(2H,3H-benzo[e]1,4-dioxan-6-yl)-3-[4-(tert-butyl)-2-bromophenyl]prop-2-enamide (545395-50-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 94 percent / NaOEt; EtOH; 2-nitropropane / 5 h / 25 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: tetrahydrofuran / 3 h / Heating

3.1: 4.3 g / aq. NaOH / methanol / 3 h / Heating

4.1: oxalyl chloride; DMF / CH₂Cl₂ / 1.5 h / Heating

5.1: 73 percent / pyridine / CH₂Cl₂ / 4 h / 25 °C

With pyridine; sodium hydroxide; oxalyl dichloride; ethanol; 2-nitropropane; sodium ethanolate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm049485i

upstream raw materials:

6-amino-3,4-benzodioxane

4-tert-butyltoluene

2-bromo-1-(bromomethyl)-4-(tert-butyl)benzene

2-bromo-4-(tert-butyl)benzaldehyde

Downstream raw materials:

ethyl 2-[(1E)-2-(N-(2H,3H-benzo[e]1,4-dioxan-6-yl)carbamoyl)vinyl]-5-(tert-butyl)benzoate