2-Nitrobenzaldehyde isonicotinoyl hydrazone

Base Information

• Chemical Name: 2-Nitrobenzaldehyde isonicotinoyl hydrazone
• CAS No.: 180613-20-1
• Molecular Formula: C₁₃H₁₀N₄O₃
• Molecular Weight: 270.247
• DSSTox Substance ID: DTXSID401158640
• ChEMBL ID: CHEMBL522922
• Mol file: 180613-20-1.mol

Synonyms:2-Nitrobenzaldehyde isonicotinoyl hydrazone;N'-(2-nitrobenzylidene)isonicotinohydrazide;N'-[(E)-(2-nitrophenyl)methylidene]pyridine-4-carbohydrazide;N'-{2-nitrobenzylidene}isonicotinohydrazide;INH 2NO2PHCHO d;MLS001195112;CHEMBL522922;SCHEMBL12443184;NXYCDDZNBGFGMD-OQLLNIDSSA-N;DTXSID401158640;N-[(E)-(2-nitrophenyl)methylideneamino]pyridine-4-carboxamide;STK166261;AKOS001586330;o-Nitrobenzaldehyde isonicotinhydrazone;2-nitrobenzaldehyde isonicotinoylhydrazone;O-Nitrobenzaldehyde isonicotinoylhydrazone;180613-20-1;SMR000554455;AG-670/31515033;SR-01000087564;SR-01000087564-1;ISONICOTINIC ACID (2-NITRO-BENZYLIDENE)-HYDRAZIDE;N'-[(1E)-(2-nitrophenyl)methylene]isonicotinohydrazide;N'-[(E)-(2-Nitrophenyl)methylidene]isonicotinohydrazide #;N-[(E)-(2-nitrophenyl)methyleneamino]pyridine-4-carboxamide;4-Pyridinecarboxylic acid (2E)-2-[(2-nitrophenyl)methylene]hydrazide

Chemical Property of 2-Nitrobenzaldehyde isonicotinoyl hydrazone

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 270.07529019
• Heavy Atom Count: 20
• Complexity: 374

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=NNC(=O)C2=CC=NC=C2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C(=C1)/C=N/NC(=O)C2=CC=NC=C2)[N+](=O)[O-]

Technology Process of 2-Nitrobenzaldehyde isonicotinoyl hydrazone

There total 4 articles about 2-Nitrobenzaldehyde isonicotinoyl hydrazone 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: 99.2%

isoniazid (54-85-3,7640-37-1) + 2-nitro-benzaldehyde (552-89-6) → N'-[(Z)-(2-nitrophenyl)methylidene]pyridine-4-carbohydrazide (1262213-17-1,180613-20-1)

Guidance literature:

In water; Microwave irradiation;

DOI:10.5012/jkcs.2011.55.6.960

Reference yield: 99.0%

isoniazid (54-85-3,7640-37-1) + 2-nitro-benzaldehyde (552-89-6) → N'-((2-nitrophenyl)methylidene)pyridine-4-carbohydrazide (180613-20-1)

Guidance literature:

at 57 ℃; for 0.25h;

DOI:10.1021/cg400529s

Reference yield: 92.0%

isoniazid (54-85-3,7640-37-1) + 2-nitro-benzaldehyde (552-89-6) → (E)-N'-(2-nitrobenzylidene)isonicotinohydrazide (5505-71-5,180613-20-1)

Guidance literature:

With modified fly ash; In ethanol; at 20 ℃; for 0.05h;

DOI:10.1039/c5ra03528g

upstream raw materials:

isoniazid

2-nitro-benzaldehyde

pyridine-4-carboxylic acid

Downstream raw materials:

N-[5-(2'-nitrophenyl)-1H-1,2,3-triazol-1-yl]isonicotinamide

1-(2-(2-nitrophenyl)-5-(pyridin-4-yl)-1,3,4-oxadiazol-3(2H)-yl)ethanone

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

C₁₇H₁₄N₄O₆S

Refernces

• 1、 Atovmyan, E. G.,Nikonova, L. A.,Filipenko, O. S.,Fedotova, T. N.,Aldoshin, S. M.. "Influence of the position of the nitro group on the structural and spectroscopic characteristics of N'-(nitrobenzylidene)sonicotinic hydrazides in the crystalline state". . . Retrieved 2002.
• 2、 Zafar, Humaira,Hayat, Muhammad,Saied, Sumayya,Khan, Momin,Salar, Uzma,Malik, Rizwana,Choudhary, M. Iqbal,Khan, Khalid Mohammed. "Xanthine oxidase inhibitory activity of nicotino/isonicotinohydrazides: A systematic approach from in vitro, in silico to in vivo studies". . p. 2351 - 2371. Retrieved 2017/04/03.