N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone

Base Information

• Chemical Name: N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone
• CAS No.: 306285-35-8
• Molecular Formula: C₂₁H₁₅ClN₄O₂
• Molecular Weight: 390.829
• Mol file: 306285-35-8.mol

Synonyms:

Chemical Property of N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone

There total 4 articles about N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone 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: 48.0%

5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazide (370096-67-6,890012-50-7) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone (306285-35-8)

Guidance literature:

With acetic acid; In ethanol; for 6h; Reflux;

DOI:10.1111/j.1747-0285.2012.01365.x

Reference yield:

ethyl 4-chlorobenzoylpyruvate (5814-38-0) → N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone (306285-35-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate; acetic acid / 0 °C / Reflux

2: hydrazine hydrate / ethanol / 36 h / Reflux

3: acetic acid / ethanol / 6 h / Reflux

With hydrazine hydrate; acetic acid; In ethanol;

DOI:10.1111/j.1747-0285.2012.01365.x

Reference yield:

para-chloroacetophenone (99-91-2) → N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone (306285-35-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium ethanolate / ethanol / 7 h / 0 - 20 °C

2: hydrazine hydrate; acetic acid / 0 °C / Reflux

3: hydrazine hydrate / ethanol / 36 h / Reflux

4: acetic acid / ethanol / 6 h / Reflux

With sodium ethanolate; hydrazine hydrate; acetic acid; In ethanol;

DOI:10.1111/j.1747-0285.2012.01365.x

upstream raw materials:

5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazide

2-hydroxynaphthalene-1-carbaldehyde

ethyl 4-chlorobenzoylpyruvate

para-chloroacetophenone

Refernces