Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate

Base Information

• Chemical Name: Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate
• CAS No.: 39562-17-9
• Molecular Formula: C12H11 N O5
• Molecular Weight: 249.223
• Hs Code.: 2918300090
• European Community (EC) Number: 405-270-7
• Nikkaji Number: J1.029.622F,J211.558A
• Mol file: 39562-17-9.mol

Synonyms:39562-17-9;Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate;2-(3-NITROBENZYLIDENE)ACETOACETIC ACID METHYL ESTER;Methyl 2-(3-nitrobenzylidene)-acetoacetate;Methyl 2-(3-nitrobenzylidene)acetoacetate;EC 405-270-7;(Z)-methyl 2-(3-nitrobenzylidene)-3-oxobutanoate;119128-13-1;methyl (2E)-2-[(3-nitrophenyl)methylidene]-3-oxobutanoate;SCHEMBL6271817;AKOS001482854;NCGC00336167-01;AS-75613;alpha-Acetyl-3-nitrocinnamic acid methyl ester;AB01329698-02;A824618;methyl (2E)-2-acetyl-3-(3-nitrophenyl)acrylate;methyl (E)-2-(3-nitrobenzylidene)-3-oxobutanoate;SR-01000106672;2-(m-Nitrobenzylidene)acetoacetic acid methyl ester;SR-01000106672-1

Chemical Property of Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 3.27E-06mmHg at 25°C
• Melting Point: 158 ºC
• Boiling Point: 387 ºC
• Flash Point: 172 ºC
• PSA: 89.19000
• Density: 1.296
• LogP: 2.26340
• Storage Temp.: 2-8°C
• Solubility.: Chloroform; Dichloromethane; DMSO
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 249.06372245
• Heavy Atom Count: 18
• Complexity: 382

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl2-(3-nitrobenzylidene)-3-oxobutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 24-37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=CC1=CC(=CC=C1)[N+](=O)[O-])C(=O)OC
• Isomeric SMILES: CC(=O)/C(=C\C1=CC(=CC=C1)[N+](=O)[O-])/C(=O)OC
• Uses: Methyl 2-(3-Nitrobenzylidene)-3-oxobutanoate is a useful reactant in organic synthesis.

Technology Process of Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate

There total 1 articles about Methyl 2-(3-nitrobenzylidene)-3-oxobutanoate 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: 86.3%

3-nitro-benzaldehyde (99-61-6) + acetoacetic acid methyl ester (105-45-3) → methyl 2-(3-nitrophenylmethylene)acetoacetate (39562-17-9)

Guidance literature:

acetoacetic acid methyl ester; With sulfuric acid; acetic acid; at 0 - 10 ℃; for 0.25h;

3-nitro-benzaldehyde; at 0 - 30 ℃; Reagent/catalyst;

Reference yield: 96.7%

methyl 2-(3-nitrophenylmethylene)acetoacetate (39562-17-9) + 5-butyl-2-methyl-2H-pyrazol-3-ylamine (92406-40-1) → 4,7-dihydro-1,6-dimethyl-4-(3-nitrophenyl)-3-(n-butyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester (92388-31-3)

Guidance literature:

In tert-butyl alcohol; at 80 ℃; for 24h;

DOI:10.1248/cpb.35.3235

Reference yield: 95.6%

methyl 2-(3-nitrophenylmethylene)acetoacetate (39562-17-9) + 5-Cycloheptyl-2-methyl-2H-pyrazol-3-ylamine (118430-75-4) → 4,7-dihydro-1,6-dimethyl-4-(3-nitrophenyl)-3-(cycloheptyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester (118431-22-4)

Guidance literature:

In tert-butyl alcohol; at 80 ℃; for 24h;

DOI:10.1248/cpb.35.3235

upstream raw materials:

3-nitro-benzaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

3,6-Dimethyl-4-(3-nitro-phenyl)-4,7-dihydro-isoxazolo[5,4-b]pyridine-5-carboxylic acid methyl ester

4,7-dihydro-1,3,6-trimethyl-4-(3-nitrophenyl)-1H-pyrazolo[3,4-b]pyridin-5-carboxylic acid methyl ester

methyl 1,2,3,4,5,8-hexahydro-1,3,7-trimethyl-5-(3-nitrophenyl)-2,4-dioxopyrido<2,3-d>pyrimidine-6-carboxylate

7-Methyl-5-(3-nitro-phenyl)-2,4-dioxo-1,3-dipropyl-1,2,3,4,5,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid methyl ester

Refernces

• 1、 Azuaje, Jhonny,Tubío, Carmen R.,Escalante, Luz,Gómez, Mónica,Guitián, Francisco,Coelho, Alberto,Caama?o, Olga,Gil, Alvaro,Sotelo, Eddy. "An efficient and recyclable 3D printed α-Al2O3 catalyst for the multicomponent assembly of bioactive heterocycles". . p. 203 - 210. Retrieved 2016/12/09.
• 2、 Li, Wan,Xia, Lin,Hu, Aixi,Liu, Ailin,Peng, Junmei,Tan, Weiqing. "Design and synthesis of 4-alkyl-2-amino(acetamino)-6-aryl-1,3-thiazine derivatives as influenza neuraminidase inhibitors". . p. 635 - 644. Retrieved 2013/09/24.