N-(2-Oxoethyl)phthalimide Chemical Properties

Melting point:

116-118°C

Boiling point:

324.3±25.0 °C(Predicted)

Density 

1.376±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Chloroform (Slightly, Heated, Sonicated), Ethyl Acetate (Slightly)

form 

Solid

pka

-2.45±0.20(Predicted)

color 

White to Pale Yellow

InChI

InChI=1S/C10H7NO3/c12-6-5-11-9(13)7-3-1-2-4-8(7)10(11)14/h1-4,6H,5H2

InChIKey

LMRDBJZQDUVCQH-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=CC=C2)C(=O)N1CC=O

Safety Information

RTECS 

TI5125000

HazardClass 

IRRITANT

HS Code 

2933998090

N-(2-Oxoethyl)phthalimide Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Phthalimidoacetaldehyde (cas# 2913-97-5) is a compound useful in organic synthesis.

Synthesis

Example 5: Preparation of N-2-[4-(4-bromo-2-fluorophenylamino)-7-(1-methylpiperidin-4-ylmethoxy)-quinazolin-6-ylamino]-ethyl-propenamide Step 5-1: Synthesis of 1,3-dioxo-1,3-dihydroisoindol-2-yl acetaldehyde Phthalimidoacetaldehyde diethyl acetal (10 g, 0.0379 mol) was dissolved in 100 mL of aqueous 1N HCl, refluxed and stirred for 1 hour. Upon completion of the reaction, the reaction solution was extracted with 200 mL of dichloromethane, followed by washing the organic layer with 100 mL of saturated saline. The solvent was removed by distillation under reduced pressure to give N-(2-acetaldehyde-based) phthalimide 7.16 g (yield: 99%). 1H NMR (CDCl3) δ: 9.66 (s, 1H), 7.90-7.84 (m, 2H), 7.78-7.73 (m, 2H), 4.56 (s, 2H).

References

[1] Tetrahedron, 2002, vol. 58, # 9, p. 1719 - 1737
[2] Tetrahedron, 2008, vol. 64, # 28, p. 6794 - 6800
[3] Patent: WO2007/55513, 2007, A1. Location in patent: Page/Page column 29
[4] Angewandte Chemie - International Edition, 2015, vol. 54, # 33, p. 9668 - 9672
[5] Angew. Chem., 2015, vol. 127, # 33, p. 9804 - 9808,5

N-(2-Oxoethyl)phthalimide(2913-97-5)Related Product Information

• Succinimide
• 4-Aminophthalimide
• Maleimide
• O-Phthalimide
• 3-Nitrophthalimide
• 4-Nitrophthalimide
• Potassium phthalimide
• Acetaldehyde
• Bismaleimide
• N-Hydroxyphthalimide
• N-Methylphthalimide
• N-(2-Hydroxy-2-oxoethyl)phthalimide
• DIALIFOS
• N-(2-Chloro-2-oxoethyl)phthalimide
• N-PHTHALOYLGLYCINEAMIDE
• PHT-LEU-OH
• 2-PHTHALIMIDOPROPIONIC ACID
• 2-PHTHALIMIDOGLUTARANILIC ACID