N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide

Base Information

• Chemical Name: N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide
• CAS No.: 68101-18-8
• Molecular Formula: C₁₇H₁₁BrN₂O₃
• Molecular Weight: 371.19
• Mol file: 68101-18-8.mol

Synonyms:N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide

Chemical Property of N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide

There total 5 articles about N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide 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: 88.0%

6-bromo-4-oxo-4H-chromene-3-carbaldehyde (52817-12-6) + benzoic acid hydrazide (613-94-5) → N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide (68101-18-8)

Guidance literature:

With acetic acid; In ethanol; Heating;

DOI:10.1023/A:1013754030975

Reference yield:

5-Bromo-2-hydroxyacetophenone (1450-75-5) → N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide (68101-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 0 - 20 °C

2: acetic acid / ethanol / 6 h / 20 °C

With acetic acid; trichlorophosphate; In ethanol; 1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

Reference yield:

4-bromophenyl acetate (1927-95-3) → N′-((6-bromo-4-oxo-4H-chromen-3-yl)methylene)benzohydrazide (68101-18-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aluminum (III) chloride / 6 h / 120 °C

1.2: Cooling

2.1: trichlorophosphate / 0 - 20 °C

3.1: acetic acid / ethanol / 6 h / 20 °C

With aluminum (III) chloride; acetic acid; trichlorophosphate; In ethanol; 1.1: |Fries Phenol Ester Rearrangement / 1.2: |Fries Phenol Ester Rearrangement / 2.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

upstream raw materials:

6-bromo-4-oxo-4H-chromene-3-carbaldehyde

benzoic acid hydrazide

4-bromo-phenol

4-bromophenyl acetate