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Application of bimetallic cationic complex

A cationic, bimetallic technology, applied in the direction of organic chemistry, can solve the problems of unreported and cumbersome application of complexes, and achieve the effects of saving manpower and material resources, simple processing methods, and mild reaction conditions

Inactive Publication Date: 2012-07-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] (4) It was reported in 2007 that anthranilamide can undergo condensation reaction with aldehyde in ionic liquid without catalyst (see: Chen, J.; Su, W.; Wu, H.; Liu, M.; Jin, C.Green Chem.2007, 9, 972-975), although the reaction stage is more in line with the requirements of green chemistry, the post-treatment after the reaction needs to go through more cumbersome steps such as organic solvent extraction, drying, column chromatography, etc.
[0014] Bimetallic cationic complexes [Ln(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 The synthesis method of CN has been reported in the literature (see: Hu Jingyu; Shen Qi; Jin Zhongsheng Science Bulletin 1989, 34, 1554), but the application of this type of complex in organic synthesis has not been reported

Method used

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  • Application of bimetallic cationic complex
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Examples

Experimental program
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Effect test

Embodiment 1

[0035] Embodiment one: catalyst [La(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 Synthesis of CN

[0036] In the reaction bottle that has been dehydrated and deoxygenated, under the protection of argon, weigh LaCl at a molar ratio of 1:3. 3 and anhydrous AlCl 3 , add an appropriate amount of acetonitrile to dissolve, stir at room temperature for 24 hours, centrifuge, take the supernatant, concentrate and put it in a refrigerator at 0°C, the obtained crystal is [La(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 CN, 40% yield.

[0037] The product is white, elemental analysis: La, (13.16±0.5)%, Cl, (40.29±0.5)%.

Embodiment 2

[0038] Embodiment two: catalyst [Pr(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 Synthesis of CN

[0039] In the reaction flask that has been dehydrated and deoxygenated, weigh PrCl at a molar ratio of 1:3 under the protection of argon. 3 and anhydrous AlCl 3 , add an appropriate amount of acetonitrile to dissolve, stir at room temperature for 24 hours, centrifuge, take the supernatant, concentrate and put it in a refrigerator at 0°C, the obtained crystal is [Pr(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 CN, yield 46%.

[0040] The product is light green, elemental analysis: Pr, (13.32±0.5)%, Cl, (40.20±0.5)%.

Embodiment 3

[0041] Embodiment three: catalyst [Nd(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 Synthesis of CN

[0042] In the reaction flask that has been dehydrated and deoxygenated, weigh NdCl at a molar ratio of 1:3 under the protection of argon. 3 and anhydrous AlCl 3 , add an appropriate amount of acetonitrile to dissolve, stir at room temperature for 24 hours, centrifuge, take the supernatant, concentrate and put it in a refrigerator at 0°C, the obtained crystal is [Nd(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 CN, yield 45%.

[0043] The product is lavender, elemental analysis: Nd, (13.59±0.5)%, Cl, (40.09±0.5)%.

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Abstract

The invention belongs to novel application of a bimetallic cationic complex, which is application of a bimetallic cationic complex [Ln(CH2CN)9]3<+>[(AlCl4)3]3<->.CH3CN as an efficient catalyst in preparation of dihydro-quinazolinone and 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivatives: under a water-free and oxygen-free condition and in an argon or nitrogen atmosphere, anthranilamide or 2-aminobenzenesulfonamide and aldehyde are used as reactants, the above bimetallic cationic complex is used as a catalyst and acetonitrile is used as a solvent to react to prepare the dihydro-quinazolinone derivative or the 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivative. The bimetallic cationic complex disclosed by the invention has the advantages of high catalyst activity, mild reaction conditions, short reaction time, high yield of the target product and simplicity in after-treatment.

Description

technical field [0001] The present invention belongs to the new application of bimetallic cationic complex, be specifically related to [Ln(CH 3 EN) 9 ] 3+ [(AlCl 4 ) 3 ] 3- ·CH 3 CN is the application of high-efficiency catalysts for the preparation of dihydroquinazolones and 1,1-dioxodihydro-1,2,4-benzothiadiazine derivatives. Background technique [0002] Quinazolinone derivatives are a class of compounds with important physiological activities. They are used as anticancer, antidepressant, analgesic, diuretic and other drugs, and they are also used as plant growth regulators. Therefore, the study of their synthesis is of great significance. Important theoretical and applied value. [0003] In the prior art, the commonly used method for directly synthesizing quinazolinone derivatives is as follows: [0004] (1) under suitable solvent, use acid as catalyst to catalyze the reaction of isatoic anhydride with aldehyde and amine (referring to: 1. Dabiri, M.; Salehi, P.; ...

Claims

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Application Information

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IPC IPC(8): C07D239/91C07D239/88C07D285/34
Inventor 徐凡朱雪华沈琪
Owner SUZHOU UNIV
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