N-[(Z)-(4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide

Base Information

• Chemical Name: N-[(Z)-(4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide
• CAS No.: 893-42-5
• Molecular Formula: C14H13 N3 O2
• Molecular Weight: 255.276
• NSC Number: 180262
• Nikkaji Number: J506.175J
• Mol file: 893-42-5.mol

Synonyms:NSC180262;AKOS000479387;NSC-180262

Chemical Property of N-[(Z)-(4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.17g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 255.100776666
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=NNC(=O)C2=CC=NC=C2
• Isomeric SMILES: COC1=CC=C(C=C1)/C=N\NC(=O)C2=CC=NC=C2

Technology Process of N-[(Z)-(4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide

There total 3 articles about N-[(Z)-(4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide 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: 98.0%

isoniazid (54-85-3,7640-37-1) + 4-methoxy-benzaldehyde (123-11-5) → (E)-N'-(4-methoxybenzylidene)isonicotinohydrazide (893-42-5)

Guidance literature:

With acetic acid; In ethanol; for 0.25h; Sonication;

DOI:10.21577/0103-5053.20170033

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → (E)-N'-(4-methoxybenzylidene)isonicotinohydrazide (893-42-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 2 h / 85 - 95 °C

2: hydrazine hydrate / ethanol / 80 °C

3: ethanol / 100 °C

With sulfuric acid; hydrazine hydrate; In ethanol;

DOI:10.1016/j.bioorg.2021.105138

Reference yield:

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → (E)-N'-(4-methoxybenzylidene)isonicotinohydrazide (893-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 80 °C

2: ethanol / 100 °C

With hydrazine hydrate; In ethanol;

DOI:10.1016/j.bioorg.2021.105138

upstream raw materials:

isoniazid

4-methoxy-benzaldehyde

pyridine-4-carboxylic acid

4-pyridinecarboxylic acid, methyl ester

Downstream raw materials:

2-(4-methoxyphenyl)-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole

N-[2-(4-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide

N-[3-Chloro-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]pyridine-4-carboxamide

N'-(4-methoxybenzyl)isonicotinohydrazide

Refernces

• 1、 Gao, Han,Li, Jia-Qi,Kang, Peng-Wei,Chigan, Jia-Zhu,Wang, Huan,Liu, Lu,Xu, Yin-Sui,Zhai, Le,Yang, Ke-Wu. "N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1". . . Retrieved 2021/07/07.
• 2、 Arshad, Nasima,Perveen, Fouzia,Saeed, Aamer,Channar, Pervaiz Ali,Farooqi, Shahid Iqbal,Larik, Fayaz Ali,Ismail, Hammad,Mirza, Bushra. "Spectroscopic, molecular docking and structural activity studies of (E)-N′-(substituted benzylidene/methylene) isonicotinohydrazide derivatives for DNA binding and their biological screening". . p. 371 - 380. Retrieved 2017/03/27.