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Precursor compound of dichloroacetate and preparation method thereof

A technology of precursor compound and dichloroacetate, which is applied in the field of precursor compound of dichloroacetate and its preparation, can solve the problems of unsuitable medicine and uncontrollable product quality, and achieve reliable process and simple operation Effect

Inactive Publication Date: 2013-11-20
赵永俊
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002]Dichloroacetate is a class of compounds containing dichloroacetate. It has been reported that the drug dichloroacetate can kill a variety of cancer cells. Nowadays, Scientists are paying more and more attention to the medicinal value of dichloroacetate. At present, there are many methods for preparing dichloroacetate, but most of them are chemical grade dichloroacetate. It is not suitable for the production of pharmaceuticals as raw materials, and the product quality is uncontrollable during the production process, and contains many unknown impurities and harmful substances to the human body, etc.

Method used

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  • Precursor compound of dichloroacetate and preparation method thereof
  • Precursor compound of dichloroacetate and preparation method thereof
  • Precursor compound of dichloroacetate and preparation method thereof

Examples

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Embodiment 1

[0022] Mode Preparation of the compound nonafluorenylmethyl dichloroacetate

[0023] 5.00 g formula 9-fluorenemethanol and 4.51 g of the formula The 2,2'-dichloroacetyl chloride was added to 20 ml of toluene solution, mixed and heated to 110 ° C for 2 hours, after the completion of the reaction detected by TLC, the reaction solution was concentrated in vacuum at 70 ° C, and then added After concentrating 10 ml of toluene, a solid crude product was obtained.

[0024] The obtained above crude product was crystallized at 55°C in 50 ml of acetone and petroleum ether mixed solvent with a volume ratio of 1:9 to obtain 6.01 g of the formula The compound, fluorenylmethyl dichloroacetate. After concentrating and recrystallizing the mother liquor, 0.69g of formula The compound, the yield is 86%.

[0025]

[0026] Mode Mode Mode

[0027] Electrospray mass spectrometry characterization data is: 306+23 (Na + ), see Figure 1-Figure 2 The LC-MS collection o...

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Abstract

The invention provides a precursor compound, dichloroacetic acid fluorene methyl ester, of dichloroacetate. The precursor compound has a structural formula which is shown as a formula I; and various required dichloroacetates can be prepared from the compound through hydrolysis reaction. The invention also provides a preparation method of the compound of the formula I, wherein 2,2'-dichloroacetyl chloride of a formula II and 9-fluorene methanol of a formula III are esterified to obtain the compound of the formula I. The precursor compound of the dichloroacetate provided by the invention can be used for manufacturing pharmaceutical-grade dichloroacetate; and the preparation method of the precursor compound provided by the invention is easy to operate, has controllable quality and is suitable for industrial mass production.

Description

technical field [0001] The present invention relates to a compound, more particularly to a precursor compound of dichloroacetate and a preparation method thereof. Background technique [0002] Dichloroacetate is a class of compounds containing dichloroacetate. It has been reported that the drug dichloroacetate can kill a variety of cancer cells. Nowadays, scientists are increasingly paying attention to the effect of dichloroacetate. Medicinal value, at present, there are many methods for preparing dichloroacetate, but the obtained ones are basically chemical grade dichloroacetate, which is not suitable for the production of medicines as raw materials, and the quality of the products in the production process is not good. Contains many unknown impurities and harmful substances to the human body. Contents of the invention [0003] For overcoming the above-mentioned problems in the prior art, the present invention provides a kind of precursor compound of dichloroacetate and ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/63C07C67/14
Inventor 赵永俊
Owner 赵永俊
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