| Identification | Back Directory | [Name]
3-Bromopropionaldehydedimethylacetal | [CAS]
65193-87-5 | [Synonyms]
2-Cyanoethylacetoacetate
2-Cyanoethyl 3-Oxobutyrate
Butanoic acid, 3-oxo-,2-cyanoethyl ester
3-Bromopropionaldehydedimethylacetal 65193-87-5 | [EINECS(EC#)]
613-755-1 | [Molecular Formula]
C7H9NO3 | [MDL Number]
MFCD24687999 | [MOL File]
65193-87-5.mol | [Molecular Weight]
155.15 |
| Chemical Properties | Back Directory | [Boiling point ]
288.2±20.0 °C(Predicted) | [density ]
1.123±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [pka]
10.04±0.46(Predicted) | [Appearance]
Light yellow to orange Liquid | [InChI]
InChI=1S/C7H9NO3/c1-6(9)5-7(10)11-4-2-3-8/h2,4-5H2,1H3 | [InChIKey]
SWJVFAOGXDGTCX-UHFFFAOYSA-N | [SMILES]
C(OCCC#N)(=O)CC(=O)C |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to brown liquid. | [Uses]
2-Cyanoethyl Acetoacetate is an intermediate in the synthesis of Felodipine-d3 (F232377), a labelled dihydropyridine calcium channel blocker. | [Application]
2-Cyanoethyl 3-oxobutanoate is a diazepine that has been shown to have cardiac effects. It is used as a drug substance in the synthesis of diazepinone, which is a nitrosable drug and an infarction agent. It has been shown to induce cardiac contractility by binding to the functional site on the beta-1 adrenergic receptor. This compound also acts as an inhibitor of lipase, which may be due to its similarity in structure to the pharmacophore for this enzyme. | [Synthesis]
Method 1: 1.1 Step 1) 2-cyanoethyl acetoacetate 2,2,6-Trimethyl-4H-1,3-dioxan-4-one (15.50 g, 109.0 mmol), 3-hydroxypropionitrile (7.75 g, 109 mmol) and o-xylene (20 mL)The reaction was carried out at 141 ° C for 2 hours. Cool to room temperature,The solvent was evaporated to give a pale yellow oil (16.63 g, 98.30%).Method 2: 29 That is accurately weighed 1.42g 10mmol of 2,2,6-trimethyl-1,3-dioxin-4-one -4H and 0.82mL Approximately 12mmol of 2-hydroxy-acetonitrile, dissolved in 10mL of ethylene and heated to 140-145 ° C, The reaction was refluxed for 1h, cooled to room temperature, the solvent was removed by rotary evaporation and the residue was purified by flash column chromatography pure Of Compound S711.4g, 90% yield.
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