2-Methoxybenzhydrazide

Base Information

• Chemical Name: 2-Methoxybenzhydrazide
• CAS No.: 7466-54-8
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2928000090
• European Community (EC) Number: 231-260-5
• NSC Number: 402658
• UNII: 19I9PY8G1D
• DSSTox Substance ID: DTXSID70225642
• Nikkaji Number: J39.175A
• Wikidata: Q27252107
• Pharos Ligand ID: QWRMBKY6SYVM
• ChEMBL ID: CHEMBL3237776
• Mol file: 7466-54-8.mol

Synonyms:2-Methoxybenzhydrazide;2-Methoxybenzohydrazide;7466-54-8;2-Methoxybenzoic acid hydrazide;2-Methoxybenzoyl hydrazide;o-Methoxybenzohydrazide;o-Methoxybenzoylhydrazine;2-Methoxybenzoylhydrazide;2-Methoxybenzoylhydrazine;o-Anisohydrazide;Hydrazine, 2-methoxybenzoyl-;o-Methoxybenzoylhydrazide;o-Methoxybenzoic acid hydrazide;o-ANISIC ACID, HYDRAZIDE;Benzoic acid, o-methoxy-, hydrazide;Benzoic acid, 2-methoxy-, hydrazide;NSC 402658;o-Methoxybenzhydrazide;EINECS 231-260-5;MFCD00014755;BRN 2208367;UNII-19I9PY8G1D;o-METHOXY BENZHYDRAZIDE;19I9PY8G1D;CHEMBL3237776;NSC-402658;4-10-00-00199 (Beilstein Handbook Reference);O-Anisic acid,hydrazide;O-Anisic acid-,hydrazide;2-Methoxybenzohydrazide #;WLN: ZMVR BO1;Oprea1_317212;SCHEMBL295407;2-METHOXY BENZHYDRAZIDE;DTXSID70225642;2-Methoxybenzhydrazide, AldrichCPR;AC8262;BDBM50001676;NSC402658;STK121706;AKOS000141259;CS-W003975;AS-11269;LS-20095;SY061614;FT-0612819;EN300-49192;A838189;Q27252107;Z57318022;F1724-0145

Chemical Property of 2-Methoxybenzhydrazide

Chemical Property:

• Melting Point: 78-80oC
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 294.38°C (rough estimate)
• PKA: 12.43±0.10(Predicted)
• PSA: 64.35000
• Density: 1.178g/cm³
• LogP: 1.38990
• 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: 161

Purity/Quality:

99%, ^*data from raw suppliers

o-Anisic hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)NN
• Uses: 2-Methoxybenzhydrazide is used as a pharmaceutical intermediate.

Technology Process of 2-Methoxybenzhydrazide

There total 12 articles about 2-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: 95.0%

2-Methoxybenzoic acid (579-75-9) → 2-methoxybenzoylhydrazine (7466-54-8)

Guidance literature:

2-Methoxybenzoic acid; With oxalyl dichloride; In methanol; chloroform; N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

With hydrazine hydrate; In methanol; ethanol; chloroform; N,N-dimethyl-formamide; at 100 ℃; for 2h; Microwave irradiation;

Reference yield: 94.0%

2-methoxybenzoic acid methyl ester (606-45-1) → 2-methoxybenzoylhydrazine (7466-54-8)

Guidance literature:

With hydrazine hydrate; In ethanol; for 4h; Reflux;

DOI:10.1016/j.tetlet.2010.01.070

Reference yield: 91.0%

N-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2-methoxybenzamide → 2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione (5690-46-0) + 2-methoxybenzoylhydrazine (7466-54-8)

Guidance literature:

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

DOI:10.1002/chem.202102593

upstream raw materials:

2-methoxybenzoic acid methyl ester

ethyl 2-methoxybenzoate

2-Methoxybenzoic acid

ortho-anisaldehyde

Downstream raw materials:

N-benzenesulfonyl-N'-(2-methoxy-benzoyl)-hydrazine

C₁₃H₁₉N₃O₃

o-methoxybenzoic acid tosylhydrazide

[(2-Methoxy-benzoyl)-hydrazono]-acetic acid

Refernces

• 1、 Zhou, Wenjuan,Xu, Chenhao,Dong, Guanjun,Qiao, Hui,Yang, Jing,Liu, Hongmin,Ding, Lina,Sun, Kai,Zhao, Wen. "Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction". . . Retrieved 2021/03/24.
• 2、 Kant, Rajni,Yang, Ming-Hui,Tseng, Chih-Hua,Yen, Chia-Hung,Li, Wei-You,Tyan, Yu-Chang,Chen, Marcelo,Tzeng, Cherng-Chyi,Chen, Wei-Cheng,You, Kaiting,Wang, Wen-Chieh,Chen, Yeh-Long,Chen, Yi-Ming Arthur. "Discovery of an Orally Efficacious MYC Inhibitor for Liver Cancer Using a GNMT-Based High-Throughput Screening System and Structure-Activity Relationship Analysis". . p. 8992 - 9009. Retrieved 2021/07/19.