(E)-3-(2-Bromo-phenyl)-acryloyl azide

Base Information

• Chemical Name: (E)-3-(2-Bromo-phenyl)-acryloyl azide
• CAS No.: 1026708-78-0
• Molecular Formula: C₉H₆BrN₃O
• Molecular Weight: 252.07
• Mol file: 1026708-78-0.mol

Synonyms:(E)-3-(2-Bromo-phenyl)-acryloyl azide

Chemical Property of (E)-3-(2-Bromo-phenyl)-acryloyl azide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(2-Bromo-phenyl)-acryloyl azide

There total 4 articles about (E)-3-(2-Bromo-phenyl)-acryloyl azide 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: 62.0%

2-bromocinnamic acid (7345-79-1) → (E)-3-(2-Bromo-phenyl)-acryloyl azide (1026708-78-0)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 ℃; Inert atmosphere;

DOI:10.1039/c7ob01766a

Reference yield:

1-Bromo-2-iodobenzene (583-55-1) → (E)-3-(2-Bromo-phenyl)-acryloyl azide (1026708-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Et₃N / Pd(OAc)2 / various solvent(s) / 1.5 h / Heating

2: Et₃N / acetone / 0.5 h / 0 °C

3: NaN₃ / acetone; H₂O

With sodium azide; triethylamine; palladium diacetate; In water; acetone;

DOI:10.1039/a607202j

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → (E)-3-(2-Bromo-phenyl)-acryloyl azide (1026708-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / N,N-dimethyl-formamide / 5 h / 90 °C

2: triethylamine; diphenyl phosphoryl azide / toluene / 20 °C / Inert atmosphere

With pyridine; diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1039/c7ob01766a

upstream raw materials:

1-Bromo-2-iodobenzene

2-bromocinnamic acid

ortho-bromobenzaldehyde

Downstream raw materials:

5-bromo-1,2-dihydroisoquinolin-1-one

Refernces

• 1、 Berry, Jane M.,Watson, Corrine Y.,Whish, William J. D.,Threadgill, Michael D.. "5-Nitrofuran-2-ylmethyl group as a potential bioreductively activated pro-drug system". . p. 1147 - 1156. Retrieved 2007/10/03.