4-Methoxybenzhydrazide

Base Information

• Chemical Name: 4-Methoxybenzhydrazide
• CAS No.: 3290-99-1
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2928009090
• European Community (EC) Number: 221-952-5
• NSC Number: 76223
• UNII: 33BK77102I
• DSSTox Substance ID: DTXSID60186556
• Nikkaji Number: J30.701G
• Wikidata: Q27256258
• ChEMBL ID: CHEMBL1588015
• Mol file: 3290-99-1.mol

Synonyms:4-methoxybenzohydrazide

Chemical Property of 4-Methoxybenzhydrazide

Chemical Property:

• Melting Point: 136-140 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 294.38°C (rough estimate)
• PKA: 12.65±0.10(Predicted)
• PSA: 64.35000
• Density: 1.178 g/cm³
• LogP: 1.38990
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxybenzoic acid hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NN
• Uses: 4-Methoxybenzhydrazide is used as pharmaceutical intermediates and it is also involved in a variety of organic synthesis. 4-Methoxybenzhydrazide may be used to synthesize:N′-[(E)-5-bromo-2-hydroxy-3-methoxybenzylidene]-4-methoxybenzohydrazide monohydrate2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazolehydrazone ligands, which readily forms ruthenium(II) hydrazone complexes via reaction with [RuHCl(CO)(PPh3)3]

Technology Process of 4-Methoxybenzhydrazide

There total 28 articles about 4-Methoxybenzhydrazide 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: 97.0%

ethyl 4-methoxybenzoate (94-30-4) → 4-methoxybenzoic acid hydrazide (3290-99-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 100 ℃; for 31h; Inert atmosphere;

DOI:10.1021/jo901350j

Reference yield: 94.0%

N-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-4-methoxybenzamide → 2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione (5690-46-0) + 4-methoxybenzoic acid hydrazide (3290-99-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Reflux;

DOI:10.1002/chem.202102593

Reference yield: 93.0%

1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole (4231-69-0) → 4-methoxybenzoic acid hydrazide (3290-99-1)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; at 20 ℃; for 0.25h;

upstream raw materials:

ethyl 4-methoxybenzoate

4-methoxy-benzoyl chloride

methyl 4-methoxybenzoate

4-Methoxy-benzoic acid N'-((Z)-2-hydroxy-4-oxo-4-p-tolyl-but-2-enoyl)-hydrazide

Downstream raw materials:

N'-((furan-2-yl)methylene)-4-methoxybenzohydrazide

3-(4-methoxyphenyl)[1,2,4]triazolo[3,4-b][1,3]benzothiazole

4-methoxy-N'-[(4-methoxyphenyl)methylidene]benzohydrazide

(E)-N'-(2-hydroxybenzylidene)-4-methoxybenzohydrazide

Refernces

• 1、 Miwa, Ichitomo,Tsugawa, Tohru,Koyasu, Katsuya,Terada, Yukimasa. "Inhibition of advanced protein glycation by 8-quinolinecarboxylic hydrazide". . p. 314 - 320. Retrieved 1996.
• 2、 Qin, Mingze,Wang, Tingting,Xu, Boxuan,Ma, Zonghui,Jiang, Nan,Xie, Hongbo,Gong, Ping,Zhao, Yanfang. "Novel hydrazone moiety-bearing aminopyrimidines as selective inhibitors of epidermal growth factor receptor T790M mutant". . p. 115 - 126. Retrieved 2015.
• 3、 Lin, Lu,Wang, Dan,Chen, Si-Hong,Wang, Dun-Jia,Yin, Guo-Dong. "A highly sensitive fluorescent chemosensor for selective detection of zinc (II) ion based on the oxadiazole derivative". . p. 272 - 278. Retrieved 2017.
• 4、 Yu, Haiyan,Ren, Wang,Lu, Hongguang,Liang, Yanan,Wang, Qiusheng. "Synthesis and piezochromic luminescence study of a coumarin hydrozone compound". . p. 7387 - 7389. Retrieved 2016.
• 5、 Turky, Abdallah,Bayoumi, Ashraf H.,Sherbiny, Farag F.,El-Adl, Khaled,Abulkhair, Hamada S.. "Unravelling the anticancer potency of 1,2,4-triazole-N-arylamide hybrids through inhibition of STAT3: synthesis and in silico mechanistic studies". . p. 403 - 420. Retrieved 2020/08/25.
• 6、 Cheng, Wanqing,Fan, Jiangping,Guo, Yong,Han, Meiyue,Ma, Nannan,Yan, Xiaoting,Yang, Ruige. "Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests". . p. 15544 - 15553. Retrieved 2022/01/03.