Method for synthesizing ketenes amine condensation derivatives
A technology for ketene ketone derivatives, which is applied in the field of synthesizing ketene ketamine derivatives, can solve the problems of low reaction yield, time-consuming and laborious, complicated operation, etc., and achieve high reaction yield, low requirements for preparation conditions, The effect of simple preparation method
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0040] Example 1. Preparation of (trans) 2-cyanomethoxycarbonyl-methylene-4-methyl-imidazoline
[0041] Mix 5.0 g of Wang resin (5.6 mmol, loading 1.1 mmol / g), 8.7 g of cyanoacetic acid and 50 ml of dichloromethane, and add 8.7 ml of N,N'-diisopropylcarbodiimide in batches under an ice water bath. Then 1.2 g of 4-dimethylaminopyridine was added. After reacting at room temperature for 15 hours, the resin was washed three times with 30 ml of dichloromethane and 30 ml of methanol, and dried under vacuum.
[0042] Take 2.0 g of the resin prepared above and put it in 30 ml of dichloromethane, add 6.0 ml of triethylamine and 6.0 ml of phenyl isothiocyanate to the reaction solution, react at room temperature for 16 hours, add 2.0 ml of methyl iodide, and then react After 24 hours, after washing with 10 ml of water once, 30 ml of dichloromethane and 30 ml of methanol for three times and drying, the immobilized N,S-ketene acetal can be obtained.
[0043] Take 0.5 g of the immobilized N,S-k...
Embodiment 2
[0050] Example 2. Preparation of (trans) 2-cyanomethoxycarbonyl-methylene-4-methyl-imidazoline
[0051] Mix 5.0 g of hydroxymethyl resin (5.6 mmol, loading 1.1 mmol / g), 8.7 g of cyanoacetic acid and 50 ml of dichloromethane, and add 8.7 ml of N,N'-diisopropylcarbodiimide in batches under ice water bath. Amine, then 1.2 g of 4-dimethylaminopyridine was added. After reacting at room temperature for 15 hours, the resin was washed three times with 30 ml of dichloromethane and 30 ml of methanol, and dried under vacuum.
[0052] Take 2.0 g of the resin prepared above and put it in 30 ml of dichloromethane, add 1.2 g of 80% sodium hydride and 6.0 ml of carbon disulfide to the reaction solution, react at room temperature for 16 hours, add 2.0 ml of methyl iodide, and react for another 24 hours. After washing with 10 ml of water once, 30 ml of dichloromethane and 30 ml of methanol for three times and drying, the solid-supported S,S-ketene acetal can be obtained.
[0053] Take 0.5 g of the ...
Embodiment 3
[0054] Example 3. Preparation of 2-cyanomethoxycarbonyl-methylene imidazoline
[0055] Using ethylenediamine instead of 1,2-propanediamine in Example 1 for the reaction, and other things being the same as in Example 1, the product 2-cyanomethoxycarbonyl-methyleneimidazoline (2-[Cyano(methoxycarbonyl) -methylene]-imidazolidine). The total yield is 68%, and the purity is 95%; its melting point is: 234-235°C.
PUM
| Property | Measurement | Unit |
|---|---|---|
| Melting point | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More