Diethyl formamidomalonate

Base Information

• Chemical Name: Diethyl formamidomalonate
• CAS No.: 6326-44-9
• Molecular Formula: C8H13NO5
• Molecular Weight: 203.195
• Hs Code.: 2924199090
• European Community (EC) Number: 228-692-1
• NSC Number: 224129,30639
• DSSTox Substance ID: DTXSID00212646
• Nikkaji Number: J206.924E
• Wikidata: Q83087797
• Mol file: 6326-44-9.mol

Synonyms:Diethyl formamidomalonate;6326-44-9;Diethyl 2-formamidomalonate;diethyl 2-formylaminomalonate;diethyl 2-formamidopropanedioate;Diethyl formaminomalonate;EINECS 228-692-1;Malonic acid, formamido-, diethyl ester;Formamidomalonic acid, diethyl ester;Diethyl2-formamidomalonate;Diethyl (formylamino)malonate;Diethyl=(formylamino)malonate;SCHEMBL837941;Diethyl formamidomalonate, 97%;DTXSID00212646;Formamidomalonic acid diethyl ester;Formaminomalonic Acid Diethyl Ester;NSC30639;MFCD00003279;NSC 30639;NSC-30639;NSC224129;AKOS009157609;NSC 224129;NSC-224129;2-formylamino-malonic acid diethyl ester;BS-42285;CS-0317443;F0199;FT-0624786;D90644;Propanedioic acid, (formylamino)-, diethyl ester;A834304

Chemical Property of Diethyl formamidomalonate

Chemical Property:

• Appearance/Colour: white adhering crystalline powder
• Vapor Pressure: 0.0004mmHg at 25°C
• Melting Point: 53-55 °C(lit.)
• Refractive Index: 1.445
• Boiling Point: 316.8 °C at 760 mmHg
• PKA: 11.85±0.59(Predicted)
• Flash Point: 165.7 °C
• PSA: 81.70000
• Density: 1.167 g/cm³
• LogP: 0.25400
• Storage Temp.: 2-8°C
• Sensitive.: Moisture & Light Sensitive
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 203.07937252
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl2-Formamidopropanedioate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)NC=O

Technology Process of Diethyl formamidomalonate

There total 9 articles about Diethyl formamidomalonate 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: 80.0%

aminomalonic acid diethyl ester (6829-40-9) + orthoformic acid triethyl ester (122-51-0) → diethyl 2-formylaminomalonate (6326-44-9)

Guidance literature:

for 3h; Reflux;

DOI:10.1016/j.ejmech.2013.01.024

Reference yield:

diethyl oximinomalonate (6829-41-0) + formic acid ethyl ester (109-94-4) → diethyl 2-formylaminomalonate (6326-44-9)

Guidance literature:

With palladium on activated charcoal; Hydrogenation;

DOI:10.1021/ja01651a001

Reference yield:

diethyl oximinomalonate (6829-41-0) → diethyl 2-formylaminomalonate (6326-44-9)

Guidance literature:

DOI:10.1021/ja01196a501

upstream raw materials:

diethyl oximinomalonate

formic acid ethyl ester

formic acid

diethyl malonate

Downstream raw materials:

N-benzyl-N-(2-formylamino-2,2-bis-methoxycarbonyl-ethyl)-L-aspartic acid diethyl ester

(+/-)-7-benzyloxytryptophan

Glutamic acid

2-(4-Difluoromethoxy-benzyl)-2-formylamino-malonic acid diethyl ester

Refernces

• 1、 Brun, Paola,Dean, Annalisa,Di Marco, Valerio,Surajit, Pathak,Castagliuolo, Ignazio,Carta, Davide,Ferlin, Maria Grazia. "Peroxisome proliferator-activated receptor-γ mediates the anti-inflammatory effect of 3-hydroxy-4-pyridinecarboxylic acid derivatives: Synthesis and biological evaluation". . p. 486 - 497. Retrieved 2013/06/04.
• 2、 BRAEUNIGER,STENS. "TRANSFORMATION OF MALONIC ACID DIAMIDE DERIVATIVES UNDER CONDITIONS OF". . p. 585 - 600. Retrieved 2007/10/05.