Diethyl (6-methyl-2-pyridylaminomethylene)malonate

Base Information

• Chemical Name: Diethyl (6-methyl-2-pyridylaminomethylene)malonate
• CAS No.: 13250-95-8
• Molecular Formula: C14H18 N2 O4
• Molecular Weight: 278.308
• Hs Code.: 2933399090
• European Community (EC) Number: 236-233-1
• NSC Number: 169694
• DSSTox Substance ID: DTXSID00157604
• Nikkaji Number: J213.777A
• ChEMBL ID: CHEMBL3212039
• Mol file: 13250-95-8.mol

Synonyms:13250-95-8;Diethyl (6-methyl-2-pyridylaminomethylene)malonate;diethyl 2-[[(6-methylpyridin-2-yl)amino]methylidene]propanedioate;DIETHYL [[(6-METHYL-2-PYRIDYL)AMINO]METHYLENE]MALONATE;EINECS 236-233-1;Diethyl (((6-methyl-2-pyridyl)amino)methylene)malonate;2-[(6-Methyl-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester;SR-01000089342;diethyl 2-{[(6-methyl-2-pyridinyl)amino]methylene}malonate;NSC169694;MLS000562693;SCHEMBL1023541;CHEMBL3212039;2-(2',2'-DICARBETHOXYVINYLAMINO)-6-METHYLPYRIDINE;diethyl 2-((6-methylpyridin-2-ylamino)methylene)malonate;DTXSID00157604;HMS2350G17;1,3-diethyl 2-{[(6-methylpyridin-2-yl)amino]methylidene}propanedioate;MFCD00023437;STK081037;AKOS000265278;CCG-241532;NSC 169694;NSC-169694;NCGC00245478-01;AS-73821;BP-20007;SMR000175035;CS-0038102;FT-0743760;W13104;Diethyl(6-methyl-2-pyridylaminomethylene)malonate;SR-01000089342-1;SR-01000089342-2;W-110322;Diethyl {[(6-methylpyridin-2-yl)-amino]methylene}malonate;Diethyl {[(6-methylpyridin-2-yl)amino]methylene}malonate;diethyl 2-{[(6-methyl-2-pyridyl)amino]methylene}malonate;diethyl {[(6-methylpyridin-2-yl)amino]methylidene}propanedioate;DIETHYL(((6-METHYL-2-PYRIDINYL)AMINO)METHYLENE)PROPANEDIOATE;[[(6-Methyl-2-pyridinyl)amino]methylene]propanedioic acid diethyl ester;Propanedioic acid, (((6-methyl-2-pyridinyl)amino)methylene)-, diethyl ester;Propanedioic acid, 2-[[(6-methyl-2-pyridinyl)amino]methylene]-, 1,3-diethyl ester

Chemical Property of Diethyl (6-methyl-2-pyridylaminomethylene)malonate

Chemical Property:

• Vapor Pressure: 2.81E-05mmHg at 25°C
• Boiling Point: 357°Cat760mmHg
• Flash Point: 169.7°C
• PSA: 77.52000
• Density: 1.187g/cm³
• LogP: 1.88500
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 278.12665706
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

98% ^*data from raw suppliers

DIETHYL (6-METHYL-2-PYRIDYLAMINOMETHYLENE)MALONATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=CNC1=CC=CC(=N1)C)C(=O)OCC
• Uses: Diethyl (6-methyl-2-pyridylaminomethylene)malonate is a useful reagent for pharmaceutical synthesis. It is used in the preparation of substituted quinoline carboxyguanidines which functions as an antidiabetic agents.

Technology Process of Diethyl (6-methyl-2-pyridylaminomethylene)malonate

There total 4 articles about Diethyl (6-methyl-2-pyridylaminomethylene)malonate 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%

2-Amino-6-methylpyridine (1824-81-3) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl 2-{[(6-methyl-2-pyridyl)amino]methylene}propane-1,3-dioate (13250-95-8)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0960-894X(00)00354-1

Reference yield: 85.0%

5-Amino-2-methylpyridine (80287-53-2,3430-14-6) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl 2-{[(6-methyl-2-pyridyl)amino]methylene}propane-1,3-dioate (13250-95-8)

Guidance literature:

at 100 ℃; for 2.5h;

Reference yield:

2-Amino-6-methylpyridine (1824-81-3) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl 2-{[(6-methyl-2-pyridyl)amino]methylene}propane-1,3-dioate (13250-95-8) + ethyl 4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylate (13250-96-9)

Guidance literature:

upstream raw materials:

2-Amino-6-methylpyridine

diethyl 2-ethoxymethylenemalonate

5-Amino-2-methylpyridine

Downstream raw materials:

ethyl 7-methyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

3-Ethoxycarbonyl-6-methyl-4-oxo-4H-pyrido<1,2-a>pyrimidine

7-methyl[1,8]naphthyridin-4(1H)-one

6-methyl-4H-pyrido<1,2-a>pyrimidin-4-one

Refernces

• 1、 Lappin. "-". . p. 3348. Retrieved 1948.
• 2、 Tsoung, Jennifer,Bogdan, Andrew R.,Kantor, Stanislaw,Wang, Ying,Charaschanya, Manwika,Djuric, Stevan W.. "Synthesis of Fused Pyrimidinone and Quinolone Derivatives in an Automated High-Temperature and High-Pressure Flow Reactor". . p. 1073 - 1084. Retrieved 2018/06/18.