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A kind of synthetic method of 6,7-dihydro-5h-pyrrolo[1,2-a]imidazole-2-carbaldehyde

A synthetic method, 2-a technology, applied in the direction of organic chemistry, can solve the problems of high cost and low yield, and achieve the effect of increasing yield and saving cost

Inactive Publication Date: 2016-04-27
NANJING PHARMATECHS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Compounds of the present invention combined with β-lactam antibiotics will provide an effective treatment for life-threatening bacterial infections. Existing synthetic routes have the disadvantages of high cost and low yield

Method used

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  • A kind of synthetic method of 6,7-dihydro-5h-pyrrolo[1,2-a]imidazole-2-carbaldehyde
  • A kind of synthetic method of 6,7-dihydro-5h-pyrrolo[1,2-a]imidazole-2-carbaldehyde
  • A kind of synthetic method of 6,7-dihydro-5h-pyrrolo[1,2-a]imidazole-2-carbaldehyde

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Embodiment 1

[0017] A method for synthesizing 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole-2-carbaldehyde, comprising the steps of:

[0018] Materials: Ammonia, 4-chlorobutyronitrile, 2-bromomalondialdehyde, p-toluenesulfonic acid, triethylamine, 28% sodium methoxide in methanol, absolute ethanol, chloroform, EA, PE, acetone, etc.

[0019] Steps:

[0020] (1) ① Add 600ml of absolute ethanol to a 1L three-necked bottle, and continuously inject ammonia gas for 4 hours in an ice bath until saturated;

[0021] ② Add the prepared ethanol ammonia water saturated solution into the pressurized steel cylinder, then add 103.5g 4-chlorobutyronitrile (1mol), seal and heat in an oil bath at 100-120°C, and react for 10 hours;

[0022] ③ After the reaction, cool to room temperature, spin off 70% ethanol from the reaction solution, precipitate solid, filter, add ether to recrystallize the mother liquor to obtain a solid again, combine the solid and dry to obtain 89.2 g of a light yellow solid, numbered HHC-014...

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Abstract

The invention aims to provide a synthesis method of 6,7-dihydro-5H-pyrrolo-[1,2-a]imidazolyl-2-formaldehyde, which comprises an improved and more economical method for synthesizing pyrroloimidazole and analogs thereof. More importantly, the method is applicable to high-selectivity low-cost large-scale production.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and specifically relates to a synthesis method of 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole-2-carbaldehyde. Background technique [0002] 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-2-carbaldehyde, the English name is 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-2-carboxaldehyde, is A commonly used intermediate as an enzyme inhibitor and lactam antibiotic. The compounds of the present invention combined with β-lactam antibiotics will provide an effective treatment for life-threatening bacterial infections. The existing synthetic routes have the disadvantages of high cost and low yield. Contents of the invention [0003] The object of the present invention is to provide a kind of synthetic method of 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole-2-carbaldehyde, the method of the present invention comprises a kind of improved, more economical synthesis Methods of pyrroloimidazoles and analogues. Importan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04
Inventor 张晓文杨杰
Owner NANJING PHARMATECHS