| Identification | Back Directory | [Name]
N-(2-Oxoethyl)phthalimide | [CAS]
2913-97-5 | [Synonyms]
NSC 30242
PHTHALIMIDOACETALDEHYDE
2-PHTHALIMIDOACETALDEHYDE
N-(2-OXOETHYL)PHTHALIMIDE
2-Phthalimidylacetaldehyde
N-(FORMYLMETHYL)PHTHALIMIDE
n-(formylmethyl)-phthalimid
2-(1,3-Dioxoisoindol-2-yl)ethanal
1,3-DIOXO-2-ISOINDOLINEACETALDEHYDE
(1,3-Dioxo-1,3-dihydroisoindol-2-yl)
2-(1,3-dioxoisoindol-2-yl)acetaldehyde
2-(1,3-DIOXOISOINDOLIN-2-YL)ACETALDEHYDE
2-(1,3-Dioxo-2-isoindolinyl)acetaldehyde
2-(1,3-diketoisoindolin-2-yl)acetaldehyde
dimethyl acetal of phthalimidoacetaldehyde
(1,3-DIOXO-1,3-DIHYDROISOINDOL-2-YL)ACETALDEHYDE
1,3-Dihydro-1,3-dioxo-2H-isoindole-2-acetaldehyde
2-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)acetaldehyde
2H-Isoindole-2-acetaldehyde,1,3-dihydro-1,3-dioxo-
(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetaldehyde
2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetaldehyde
[(1,3-Dioxo-1,3-dihydro-2H-isoindole)-2-yl]acetaldehyde | [Molecular Formula]
C10H7NO3 | [MDL Number]
MFCD00023080 | [MOL File]
2913-97-5.mol | [Molecular Weight]
189.17 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
116-118°C | [Boiling point ]
324.3±25.0 °C(Predicted) | [density ]
1.376±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [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 |
| Hazard Information | Back Directory | [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 |
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