Malonamide

Malonamide Basic information
Product Name:Malonamide
Synonyms:MALONODIAMIDE;MALONIC ACID DIAMIDE;MALONIC ACID AMIDE;MALONAMIDE;METHANEDICARBOXYLIC ACID DIAMIDE;DICARBOXYMETHANE DIAMIDE;LABOTEST-BB LT01598526;AURORA KA-4099
CAS:108-13-4
MF:C3H6N2O2
MW:102.09
EINECS:203-553-8
Product Categories:Aliphatics;Miscellaneous Reagents;Amides;Biochemicals and Reagents;Building Blocks;C2 to C7;Carbonyl Compounds;Chemical Synthesis;Derivatization agents;Luminescent Compounds/Detection;Organic Building Blocks;Wavelength Index;API intermediates
Mol File:108-13-4.mol
Malonamide Structure
Malonamide Chemical Properties
Melting point 172-175 °C (lit.)
Boiling point 191.38°C (rough estimate)
density 1.3516 (rough estimate)
refractive index 1.5110 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Soluble in HCl.
form powder to crystal
pka7.00±0.70(Predicted)
color White to Almost white
Water Solubility 180 g/L (20 ºC)
BRN 1751401
CAS DataBase Reference108-13-4(CAS DataBase Reference)
NIST Chemistry ReferencePropanediamide(108-13-4)
EPA Substance Registry SystemPropanediamide (108-13-4)
Safety Information
Safety Statements 22-24/25
WGK Germany 2
RTECS ON9125000
TSCA Yes
HS Code 29241900
MSDS Information
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Malonamide English
SigmaAldrich English
ACROS English
ALFA English
Malonamide Usage And Synthesis
DescriptionMalonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups. It is functionally related to a malonic acid.
Chemical PropertiesWhite crystalline powder
UsesMalonamide is a reagent for fluorimetric determination of reducing carbohydrates. The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare earth elements from nitric acid medium.
UsesThe malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions from nitric acid medium.
UsesMalonamide is used in the synthesis of malonamic acid, malonamate and malonamide derivative of some heterocyclic compounds with antiinflammatory activity.
DefinitionChEBI: Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups. It is functionally related to a malonic acid.
General DescriptionThe malonamide derivatives are obtained by the one-pot, five-component condensation reaction of isocyanide, Meldrum′s acid, arylidene malononitrile, and two amine molecules in CH2Cl2.
HazardMildly toxic by ingestion.
SynthesisThe synthesis of Malonamide is as follows:
A typical reaction was carried out in a 10 mL flask. Benzonitrile (2 mmol), CuII-4 ? (0.2 g), acetaldoxime (6 mmol) and MeOH (4 mL) were stirred at 65 °C for 4 h. The solid was filtered, washed with MeOH and the filtrate evaporated. The residue was subjected to GC-MS analysis and NMR spectroscopy. The filtered catalyst can be recycled after drying at about 150 °C for 1 h.
synthesis of Malonamide.png
Purification MethodsCrystallise the amide from water. [Beilstein 2 IV 1887.]
Malonamide Preparation Products And Raw materials
Preparation Products2-PHENYLMALONAMIDE-->4,6-DIBROMOPYRIMIDINE-->2-(TRIFLUOROMETHYL)PYRIMIDINE-4,6-DIOL-->2-Bromomalonamide-->4,6-Pyrimidinediol, 2-(fluoromethyl)- (6CI,8CI)-->2-Difluoromethyl-6-hydroxy-3H-pyrimidin-4-one
MALONANILIDE Malonamide, 2-ethyldithio- (7CI) VIOLURIC ACID 2-aminopropanediamide 2-(acetylamino)-N~1~-(4-chlorobenzyl)-N~3~-(4-isopropylphenyl)malonamide Malonamide, 2-ethyl-2-phenyl- 4-HYDROXYPHENOBARBITAL N,N,N',N'-tetrakis(2-hydroxyethyl)malonamide 2-ethyl-2-(4-tolyl)malonamide,2-ETHYL-2-(P-TOLYL)MALONAMIDE Alloxan 2-Thiobarbituric acid ADIPAMIDE 5-ETHYL-5-P-TOLYLBARBITURIC ACID 99+% DIHYDRO-5-PHENYL-5-PROPYL-4,6(1H,5H)-PYRIMIDINEDIONE 2-benzyl-N~1~,N~3~-bis[2-chloro-5-(trifluoromethyl)phenyl]malonamide Azodicarbonmide 2-(2-(2,4-DICHLOROPHENYL)HYDRAZONO)-N1,N3-BIS(P-TOLYLSULFONYL)MALONAMIDE MEROCYANINE 540

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