3, 4-dihydropyrrole derivative and one-pot synthesis method thereof
A compound, C1-C3 technology, applied in the field of tetra-substituted 3,4-dihydropyrrole derivatives, can solve the problems of complex reactants, expensive catalysts, tedious separation operations, etc., and achieve the effects of mild reaction conditions and simple synthesis operations
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0032] Example 1: Synthesis and structural analysis of 1 (R=H)
[0033]
[0034] Add 1.0 mmol of (1-(1-methyl-1H-benzo[d]imidazol-2-yl)ethan-1-ol) (0.18) to a volume of 15.0 mL with a Teflon substrate 10 mL of benzonitrile and 0.5 mmol of cobalt chloride hexahydrate (0.12 g) were added to the hydrothermal reaction kettle of 130 °C, stirred for 5 minutes, sealed, put into an oven at 130 °C to react for 24 hours, and then the kettle was taken out, Keep 10 °C / h for slow cooling to obtain a dark blue solution. Saturated sodium sulfide methanol solution was added, mixed and stirred overnight, the resulting CoS precipitate was filtered, the filtrate was concentrated, and the product was separated by column chromatography (developing solvent ratio, petroleum ether:ethyl acetate=10:1). The yield is about 15%. Compound 1 was characterized by single crystal, high-resolution mass spectrometry, nuclear magnetic resonance and fluorescence.
[0035] H NMR spectrum of compound 1:
[0...
Embodiment 2
[0044] Similar to embodiment 1, the difference is that the catalyst is changed into nickel chloride hexahydrate or ferric chloride hexahydrate by cobalt chloride hexahydrate, and the reaction under the same conditions can not obtain the corresponding product, indicating that metal ions are decisive for this reaction to occur. effect.
Embodiment 3
[0046]
[0047] 1.0 mmol of (1-(1-methyl-1H-benzo[d]imidazol-2-yl)ethan-1-ol) (0.18 g) was added to a 15.0 mL volume In the bottom of the hydrothermal reactor, add 10 mmol of 4-chlorobenzonitrile (1.37 g), 0.5 mmol of cobalt chloride hexahydrate (0.12 g), stir for 5 minutes, seal, and put it into an oven at 140 °C for reaction For 24 hours, keep 10 °C / h for slow cooling to obtain a dark blue solution. Saturated sodium sulfide methanol solution was added, mixed and stirred overnight, the resulting CoS precipitate was filtered, the filtrate was concentrated, and the product was separated by column chromatography (developing solvent ratio, petroleum ether:ethyl acetate=10:1). The yield is about 15%. Compound 2 was characterized by single crystal, high-resolution mass spectrometry, and nuclear magnetic resonance.
[0048] 2 H NMR spectrum:
[0049] 1 H NMR (400 MHz, CDCl 3 ) δ 7.90 (d, J = 8.5, 2H), 7.79-7.71 (m, 2H), 7.42 (d, J = 5.2, 1H), 7.41 (s, 1H), 7.36 (dd, J = ...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More