Deuterated diazepam and preparation method thereof

A technology of diazepam and deuterium substitution, which is applied in the field of deuterium diazepam standard products and its preparation, can solve the problems of limited wide use, high price, cumbersome operation, etc., and achieve the advantages of convenient operation, low cost, and simple reaction conditions Effect

Inactive Publication Date: 2013-07-17
INST OF FORENSIC SCI OF MIN OF PUBLIC SECURITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The means to ensure that the detection method is accurate and reliable is to add an internal standard during detection, and deuterium is the best internal standard. Because its use is non-civilian, it has particularity. For this reason, in our country, for this kind of standard There are relatively few researches and productions, and such standard products are necessary and indispensable in analysis and detection. For a long time, the deuterated internal standards used in my

Method used

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  • Deuterated diazepam and preparation method thereof
  • Deuterated diazepam and preparation method thereof
  • Deuterated diazepam and preparation method thereof

Examples

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Effect test

Embodiment 1

[0027] In a 100mL three-necked flask with a reflux condenser, put a stirring bar, stir with a magnetic force, and then add 142 mg, 0.5 mmol of 7-chloro-1-methyl-5-phenyl-1,3-dihydro to the three-necked flask -1,4-benzodiazepine-2-one, add 10mL N,N-dimethylformamide, stir at room temperature for 30 minutes to fully dissolve, then add powdered potassium carbonate 138mg and deuterated 1 milliliter of chloroform, at this time, the three-necked flask was replaced with nitrogen three times to remove the air and moisture in the three-necked flask, and then the three-necked flask was placed in an oil bath, heated to 120 degrees Celsius, stirred and reacted for 2 hours, the oil bath was closed, and the reaction flask was placed Cool at room temperature. After cooling to room temperature, add 20 ml of water into the three-necked flask. At this time, transfer the mixed solution in the three-necked flask to a 100 mL separatory funnel, and add 20 mL of ethyl acetate to the separatory funnel...

Embodiment 2

[0031] Embodiment 2 (comparative example): in a 100mL three-necked flask with a reflux condenser, put a stirring bar, adopt magnetic stirring, then add 7-chloro-1-methyl-5-phenyl- 1,3-dihydro-1,4-benzodiazepin-2-one (142mg, 0.5mmol), plus 10mL N,N-dimethylformamide, stirred at room temperature for 30 minutes to fully dissolve, Add 138 mg of powdered potassium carbonate and 1 milliliter of deuterated chloroform in the three-necked flask again, and at this moment, the three-necked flask is replaced with nitrogen three times to remove air and moisture in the three-necked flask, after which the three-necked flask was stirred at room temperature for 24 hours, Add 20 ml of water, at this time, transfer the mixed solution in the three-necked flask to a 100 mL separating funnel, and add 20 mL of ethyl acetate to the separating funnel. After layering, the water layer continued to be shaken and extracted with 20 mL of ethyl acetate, and the extraction was repeated 3 times, and the ethyl...

Embodiment 3

[0033] In a 100mL three-necked flask with a reflux condenser, put a stirring bar, use magnetic stirring, then add 7-chloro-1-methyl-5-phenyl-1,3-dihydro-1 in the three-necked flask, 4-Benzodiazepine-2-one (142mg, 0.5mmol), add 10mL N,N-dimethylformamide, stir at room temperature for 30 minutes to fully dissolve, then add powdered potassium carbonate to the three-necked flask 138mg and 0.5 milliliters of deuterated chloroform, now the three-necked flask is replaced with nitrogen three times, to remove the air and moisture in the three-necked flask, after this the three-necked flask is placed in the oil bath, warming up to 120 degrees Celsius, stirring for 6 hours, closing the oil bath, Add 20 ml of water into the three-necked flask, at this time, transfer the mixed solution in the three-necked flask to a 100 mL separating funnel, and add 20 mL of ethyl acetate to the separating funnel. After the ethyl acetate layer, the water layer continued to be shaken and extracted with 20mL...

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Abstract

The invention discloses deuterated diazepam and a preparation method thereof. The preparation method of deuterated diazepam comprises the following steps of: (1) mixing 7-chlorine-1-methyl-5-phenyl-1,3-dihydro-1,4-benzodiazepine-2-ketone and N,N-dimethyl formamide, and stirring; (2) adding potassium carbonate and deuterated chloroform, heating the mixture to more than 40 DEG C and stirring; and (3) carrying out separation to obtain the deuterated diazepam. The preparation method provided by the invention is short, simple and convenient to operate, low in cost and easy to purify. The commercially available non-deuterated diazepam uses a small amount of deuterated reagents as deuterium sources in a non-deuterated solvent atmosphere, so that deuterated diazepam is obtained in a relatively short period of time, and through simple column chromatography purification, a purified product is purified. The deuterated diazepam standard product prepared according to the invention is high in purity and stable in chemical property; and the preparation of the standard product for analysis is convenient. The preparation method provided by the invention can be used for producing deuterated internal standard substance used for analyzing and detecting diazepam.

Description

technical field [0001] The invention relates to the field of chemical analysis and detection, in particular to a deuterated diazepam standard product and a preparation method thereof. Background technique [0002] Diazepam is a benzodiazepine central nervous system depressant, which can cause inhibition of different parts of the central nervous system. As the dosage increases, the clinical manifestations can range from mild sedation to hypnosis or even coma. In recent years, criminal cases such as poisoning, suicide, and misuse caused by such drugs have occurred from time to time. This requires the public security judicial appraisal department to test the samples of samples involving such drugs. The means to ensure that the detection method is accurate and reliable is to add an internal standard during detection, and deuterium is the best internal standard. Because its use is non-civilian, it has particularity. For this reason, in our country, for this kind of standard Ther...

Claims

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Application Information

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IPC IPC(8): C07D243/24C07D243/26
Inventor 杜鸿雁董颖栾玉静张蕾萍王瑞花常靖于忠山何毅王芳琳王炯侯小平张云峰崔冠峰
Owner INST OF FORENSIC SCI OF MIN OF PUBLIC SECURITY
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