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1,4-di(para hydroxybenzene) based-2,3-quinazoline and synthesis method thereof

A technology of naphthyridine and p-hydroxybenzene, which is applied in the field of heterocyclic compounds in organic chemistry, can solve the problem of no literature report on the synthesis method, and achieve the effect of easy operation and reasonable selection

Active Publication Date: 2010-07-21
DALIAN JOIN KING FINE CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Yet this class monomer and synthetic method thereof do not see any bibliographical information

Method used

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  • 1,4-di(para hydroxybenzene) based-2,3-quinazoline and synthesis method thereof
  • 1,4-di(para hydroxybenzene) based-2,3-quinazoline and synthesis method thereof
  • 1,4-di(para hydroxybenzene) based-2,3-quinazoline and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-1

[0020] 1. Preparation of Grignard reagent:

[0021] (1) Add 9.72 grams (0.40 moles) of magnesium chips, 110 grams of dried tetrahydrofuran, and 100 grams of toluene into a four-neck flask with a mechanical stirrer, a thermometer, an addition funnel, and a condenser, and start stirring. Weigh 42.2 g (0.20 mol) of p-bromoanisole into the addition funnel and set aside.

[0022] (2) The temperature in the bottle is 30° C., and 15% of the total mass of p-bromoanisole is added dropwise to the reaction bottle to initiate the reaction, and the temperature rises.

[0023] (3) Continue to add p-bromoanisole dropwise, the temperature is controlled at 30-40°C, after the dropwise addition is completed, continue to stir at 30-40°C for 3h, and the reaction of the raw materials is completed.

[0024] 2. Preparation of intermediate diketone:

[0025] Dissolve 9.9 grams (0.067 moles) of phthalic anhydride in the mixed solvent tetrahydrofuran and toluene (70 grams and 30 grams of tetrahydrofur...

Embodiment 1-2

[0031] Similar reaction with embodiment 1-1. In the reaction step 1, the raw material is p-chloroanisole instead of p-bromoanisole, and the consumption is also 0.20 moles. All the reactions were the same as those in Example 1-1. The obtained solid was dried and weighed 7.45 grams. The purity by HPLC analysis was 98.9%, and the yield was 70.5%.

Embodiment 1-3

[0033] Similar reaction with embodiment 1-1. In the reaction step 1, the raw material is p-iodoanisole instead of p-bromoanisole, and the consumption is also 0.20 moles. All the reactions were the same as those in Example 1-1. The obtained solid was dried and weighed 7.43 grams. The purity by HPLC analysis was 99%, and the yield was 70.3%.

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Abstract

The invention discloses 1,4-di(para hydroxybenzene) based-2,3-quinazoline and a synthesis method thereof. In the synthesis method, a Grignard reagent is prepared from para-halogen anisole and magnesium ribbons and is reacted with phthalic anhydride in a tetrahydrofuran / toluene, 2-methyl tetrahydrofuran / toluene, or diethyl ether / toluene mixing solvent to obtain benzol-1,2-di(para-methoxyl)benzophenone; under the solvent of glacial acetic acid or alcohol, the benzol-1,2-bi(para-methoxyl)benzophenone is reacted again with hydrazine hydrate to obtain 2,3-quinazoline1,4-bi-hydroxybenzene; and finally the 2,3-quinazoline1,4-bi-hydroxybenzene is demethylated under the participation of 40 percent of hydrobromic acid by taking the glacial acetic acid as the solvent to obtain the product. The invention provides a new monomer for developing a high-property polymer material with a quinazoline structure. The invention has reasonable and simple selection for a technical route as well as convenience and easy operation and provides a successful synthesis method for the synthesis of the intermediate of the high polymer product technically.

Description

technical field [0001] The invention belongs to the field of heterocyclic compounds in organic chemistry, and relates to a method for synthesizing phthalazine and its 1,4-position aromatic hydrocarbon substituent compound. Background technique [0002] Polymer materials containing phthalazine structure (structure as follows), such as polyether, polysulfone, polyether ketone, polyether sulfone, polyether sulfone ketone, polyester, etc., are a class of high-performance thermoplastic engineering plastics, with With good thermal stability, chemical resistance and outstanding mechanical properties, there is a large demand in high-tech fields such as aerospace, precision instruments, and microelectronics. [0003] [0004] The development of high-performance polymer materials containing phthalazine structures will help improve my country's comprehensive strength in high-performance materials and related applications. Therefore, it is very necessary to synthesize monomers with ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D237/30
Inventor 李艳
Owner DALIAN JOIN KING FINE CHEM CO LTD
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