Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)malonate

Base Information

• Chemical Name: Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)malonate
• CAS No.: 16867-57-5
• Molecular Formula: C₁₃H₁₅ClN₂O₄
• Molecular Weight: 298.726
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70365855
• ChEMBL ID: CHEMBL3194352
• Mol file: 16867-57-5.mol

Synonyms:16867-57-5;Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)malonate;Diethyl 2-{[(5-chloro-2-pyridinyl)amino]-methylene}malonate;diethyl 2-[[(5-chloropyridin-2-yl)amino]methylidene]propanedioate;diethyl 2-{[(5-chloro-2-pyridinyl)amino]methylene}malonate;diethyl {[(5-chloropyridin-2-yl)amino]methylidene}propanedioate;DIETHYL 2-([(5-CHLORO-2-PYRIDINYL)AMINO]METHYLENE)MALONATE;SR-01000312101;diethylchloropyridinylaminomethylenemalonate;CBDivE_008396;MLS000332576;CHEMBL3194352;DTXSID70365855;HMS2797C15;1,3-diethyl 2-{[(5-chloropyridin-2-yl)amino]methylidene}propanedioate;2-[(5-Chloro-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester;MFCD00487269;STK144888;AKOS000613384;SMR000435961;CS-0320833;FT-0680239;2W-0899;A882157;J-520262;SR-01000312101-1;SR-01000312101-2;Diethyl {[(5-chloro-2-pyridinyl)amino]methylene}malonate;diethyl 2-{[(5-chloro-2-pyridyl)amino]methylene}malonate;Diethyl2-{[(5-chloro-2-pyridinyl)amino]-methylene}malonate

Chemical Property of Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)malonate

Chemical Property:

• Melting Point: 135-136°
• PSA: 77.52000
• LogP: 2.23000
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 298.0720347
• Heavy Atom Count: 20
• Complexity: 353

Purity/Quality:

98%min ^*data from raw suppliers

Diethyl 2-{[(5-chloro-2-pyridinyl)amino]-methylene}malonate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CNC1=NC=C(C=C1)Cl)C(=O)OCC

Technology Process of Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)malonate

There total 1 articles about Diethyl 2-(((5-chloropyridin-2-yl)amino)methylene)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: 42.9%

5-chloro-2-pyridylamine (1072-98-6) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl (5-chloro-2-pyridylamino)methylene malonate (16867-57-5)

Guidance literature:

for 2h; Reflux;

DOI:10.1016/j.bmc.2012.09.008

Reference yield: 78.8%

diethyl (5-chloro-2-pyridylamino)methylene malonate (16867-57-5) → ethyl 7-chloro-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylate (16867-55-3)

Guidance literature:

In diphenylether; for 8h; Reflux;

DOI:10.1016/j.bmc.2012.09.008

Reference yield:

diethyl (5-chloro-2-pyridylamino)methylene malonate (16867-57-5) → C20H20ClN5O3

Guidance literature:

Multi-step reaction with 5 steps

1: diphenylether / 8 h / Reflux

2: hydrogenchloride / 6 h / Reflux

3: sodium azide / N,N-dimethyl-formamide; water / 0 °C

4: toluene / 2 h / Reflux

5: toluene / 6 h / Reflux

With hydrogenchloride; sodium azide; In diphenylether; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2012.09.008

upstream raw materials:

5-chloro-2-pyridylamine

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

ethyl 7-chloro-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylate

Refernces