Crystal form of 6, 7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride and preparation method thereof

A chloride, 2-a technology, applied in organic chemistry and other directions, can solve the problems of high equipment requirements, complicated operation, long production cycle, etc., and achieve the effects of high crystal purity, simple operation and low cost

Active Publication Date: 2010-06-16
石药集团中诺药业(石家庄)有限公司 +1
1 Cites 9 Cited by

AI-Extracted Technical Summary

Problems solved by technology

[0012] The above-mentioned patents and documents mainly adopt column purification for the preparation of 6,7-dihydro-6-mercapto-5H-pyrazol[1,2-a][1,2,4]triazole ylide chloride, and the operation It is cumbersome,...
View more

Abstract

The invention relates to a crystal form of 6, 7-dihydro-6-mercapto-5H-pyrazolo [1,2-alpha][1,2,4] triazoliumchloride and a preparation method thereof. The 6, 7-dihydro-6-mercapto-5H-pyrazolo [1,2-alpha][1,2,4] triazoliumchloride is a key intermediate for synthesizing the carbapenem antibiotic biapenem. The crystal form of 6,7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride is characterized in that the X-ray diffraction spectrum of powder of the crystal form is represented by an angle of 2theta, and has peaks at 27.487+/-0.2 and 26.707+/-0.2, the intensity of the peak is 100% when 2theta is 27.487+/-0.2, and the ratio of intensity of the peak I/I0 is no less than 60% when 2theta is 26.707+/-0.2. The 6, 7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride is prepared by the recrystallization method which abandons the column chromatography and has high efficiency and low cost and is more suitable for industrialized production.

Application Domain

Organic chemistry

Technology Topic

Column chromatographyDiffraction spectrum +5

Image

  • Crystal form of 6, 7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride and preparation method thereof
  • Crystal form of 6, 7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride and preparation method thereof
  • Crystal form of 6, 7-dihydro-6-mercapto-5H-pyrazolo[1,2-alpha][1,2,4] triazoliumchloride and preparation method thereof

Examples

  • Experimental program(9)

Example Embodiment

[0038] Example 1
[0039] Dissolve 200 g of 6,7-dihydro-6-mercapto-5H-pyrazole[1,2-α][1,2,4]triazole ylide and 150 mL of methanol, and add 1500 mL of acetone under stirring. Cool in an ice-water bath, continue to stir until a large amount of solid precipitates, keep for 5h, filter with suction, and dry to obtain white crystals 165.1g, mp 124~126°C, HPLC purity 97.6%. The obtained crystals are analyzed by powder X-ray diffraction. The results are shown in the table. 1. The powder X-ray diffraction spectrum of the obtained crystal is attached figure 1.
[0040] Table 1
[0041] d value

Example Embodiment

[0042] Example 2
[0043] Dissolve 200 g of crude 6,7-dihydro-6-mercapto-5H-pyrazole [1,2-α][1,2,4]triazole ylide chloride in 150 mL of methanol, and then add the isopropyl alcohol dropwise with stirring 900 mL of propanol, continue to stir until a large amount of solid precipitates, cool in an ice-water bath, keep for 5 hours, filter with suction, and dry to obtain 155.7 g of white crystals. mp 126~128℃, HPLC purity 98.0%, powder X-ray diffraction analysis of the obtained crystals, the results are shown in Table 2, and the obtained crystal powder X-ray diffraction spectrum is shown in the attached figure 2.
[0044] Table 2
[0045] d value
[0046] d value

Example Embodiment

[0047] Example 3
[0048] Dissolve 200 g of 6,7-dihydro-6-mercapto-5H-pyrazole[1,2-α][1,2,4]triazole ylide chloride in 150 mL of methanol, and add ethyl acetate dropwise with stirring 250mL, 250mL of isopropyl ether, cooling in an ice-water bath, continue to stir until a large amount of solids precipitate, keep for 5h, suction filtration, and dry to obtain white crystals 162.4g, mp126~128℃, HPLC purity 98.2%, the obtained crystals are subjected to powder X-ray Diffraction analysis, the results are shown in Table 3, and the powder X-ray diffraction spectrum of the obtained crystal is shown in the attachment image 3.
[0049] table 3
[0050] d value
[0051] d value

PUM

no PUM

Description & Claims & Application Information

We can also present the details of the Description, Claims and Application information to help users get a comprehensive understanding of the technical details of the patent, such as background art, summary of invention, brief description of drawings, description of embodiments, and other original content. On the other hand, users can also determine the specific scope of protection of the technology through the list of claims; as well as understand the changes in the life cycle of the technology with the presentation of the patent timeline. Login to view more.

Similar technology patents

Laser radar optical system with optical axis calibrating function and optical axis calibrating method

InactiveCN102353950AOptical axis alignment with high precisioneasy to operate
Owner:INST OF APPLIED ELECTRONICS CHINA ACAD OF ENG PHYSICS +1

Defrosting control method and device

ActiveCN104807132Aeasy to operateDefrost is reasonable
Owner:GREE ELECTRIC APPLIANCES INC OF ZHUHAI

Classification and recommendation of technical efficacy words

  • easy to operate
  • Improve efficiency

Lancet device

InactiveUS7303573B2inexpensively mass-producedeasy to operate
Owner:ABBOTT DIABETES CARE INC

Rapid and non-invasive optical detection of internal bleeding

InactiveUS20050065436A1easy to operaterapid and accurate result
Owner:HO WINSTON ZONH +2
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products