DIETHYL 2-((8-QUINOLYLAMINO)METHYLENE)PROPANE-1,3-DIOATE

Base Information

• Chemical Name: DIETHYL 2-((8-QUINOLYLAMINO)METHYLENE)PROPANE-1,3-DIOATE
• CAS No.: 130728-49-3
• Molecular Formula: C17H18N2O4
• Molecular Weight: 314.33600
• Mol file: 130728-49-3.mol

Synonyms:diethyl [(quinolin-8-ylamino)methylene]malonate;([8]quinolylamino-methylene)-malonic acid diethyl ester;([8]Chinolylamino-methylen)-malonsaeure-diaethylester;

Chemical Property of DIETHYL 2-((8-QUINOLYLAMINO)METHYLENE)PROPANE-1,3-DIOATE

Chemical Property:

• PSA: 77.52000
• LogP: 2.72980

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIETHYL 2-((8-QUINOLYLAMINO)METHYLENE)PROPANE-1,3-DIOATE

There total 1 articles about DIETHYL 2-((8-QUINOLYLAMINO)METHYLENE)PROPANE-1,3-DIOATE 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: 87.0%

8-amino quinoline (578-66-5) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl [(quinolin-8-ylamino)methylene]malonate (130728-49-3)

Guidance literature:

DOI:10.1007/s10593-008-0106-5

Reference yield:

diethyl [(quinolin-8-ylamino)methylene]malonate (130728-49-3) → 4-chloro-1,10-phenanthroline (1891-14-1)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenyl ether

2: aqueous KOH

3: diphenyl ether

4: PCl₅; POCl₃ / 130 °C

With potassium hydroxide; diphenylether; phosphorus pentachloride; trichlorophosphate;

DOI:10.1021/ja01211a065

Reference yield:

diethyl [(quinolin-8-ylamino)methylene]malonate (130728-49-3) → ethyl 6-nitro-4-oxo-1,4-dihydro-1,10-phenanthroline-3-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: diphenylether / 0.75 h / Reflux

2: nitric acid / acetic anhydride / 3 h / 20 °C

With nitric acid; In diphenylether; acetic anhydride;

DOI:10.1016/j.ejmech.2020.112821

upstream raw materials:

8-amino quinoline

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

4-chloro-1,10-phenanthroline

Refernces

• 1、 -. "Epimorphic Regeneration and Related Hidrogel Delivery Systems". Paragraph 0102. . Retrieved 2016/03/12.
• 2、 Banerji, Biswadip,Conejo-Garcia, Ana,McNeill, Luke A.,McDonough, Michael A.,Buck, Matthew R. G.,Hewitson, Kirsty S.,Oldham, Neil J.,Schofield, Christopher J.. "The inhibition of factor inhibiting hypoxia-inducible factor (FIH) by β-oxocarboxylic acids". . p. 5438 - 5440. Retrieved 2008/01/27.