2-methoxyethyl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate
2-methoxyethyl 2-[(3-nitrophenyl)methylene]acetoacetate
CAS: 39562-22-6
Molecular Formula: C14H15NO6
2-methoxyethyl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate - Names and Identifiers
2-methoxyethyl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate - Physico-chemical Properties
| Molecular Formula | C14H15NO6 |
| Molar Mass | 293.27 |
| Density | 1.266±0.06 g/cm3(Predicted) |
| Melting Point | 72-74°C |
| Boling Point | 433.4±40.0 °C(Predicted) |
| Flash Point | 182°C |
| Solubility | DMSO, Methanol |
| Vapor Presure | 1.03E-07mmHg at 25°C |
| Appearance | Solid |
| Color | Off-White to Pale Yellow |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.563 |
2-methoxyethyl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate - Risk and Safety
| Hazard Class | IRRITANT |
2-methoxyethyl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate - Reference Information
| Uses | 3-nitrobenzylideneacetoacetate methoxyethyl ester is a pharmaceutical intermediate that can be used to prepare nimodipine. Nimodipine is a dihydropyridine calcium channel antagonist. Its function is characterized by its ability to pass through the blood-brain barrier and effectively act on the cerebrovascular. It can treat cerebral infarction, migraine, stroke, arachnoid hemorrhage and Sudden deafness has obvious therapeutic effects, and it also has a great effect on promoting memory enhancement and the treatment of Alzheimer's disease. |
| Preparation | 200kg of methoxyethyl acetoacetate and 185.1kg of 3-nitrobenzaldehyde were suspended in 800l of isopropanol. Then 5.65kg of p-anisic acid and 5.05kg of 33% dimethylamine ethanol solution were added and heated at about 35 ℃ for about 30 minutes to obtain the solution. The reaction mixture is cooled to 20/25°C, then cooled with running water for about 12 hours, and cooled with salt water at about 0°C for another 24 hours, then centrifuged and washed with isopropanol. After drying, 327kg of 3-nitrobenzylideneacetoacetate methoxyethyl ester was obtained in a yield of about 91%. |
Last Update：2024-04-09 15:16:50
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