Tebuconazole polymorph and preparation method therefor

Patent metadata

Field	Value
Publication number	US-11186552-B2
Application number	US-201816764698-A
Country	US
Kind code	B2
Filing date	Oct 10, 2018
Priority date	Nov 17, 2017
Publication date	Nov 30, 2021
Grant date	Nov 30, 2021

Abstract

A tebuconazole polymorph and a preparation method therefor are described. In particular, a polymorph of (RS)-1-(4-chloropheny)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl) pentan-3-ol, a preparation method therefor and use thereof are provided. The tebuconazole polymorph has a high purity and excellent crystallization properties, is stable under high humidity, high temperature and light conditions, has excellent solubility, and has high processing properties for formulations, high biological activities and good sterilization effects. The preparation method is simple, has stable processes, and can be implemented on a large scale. The polymorph can greatly improve the quality control and industrial application of tebuconazole-containing pesticides.

First claim

The invention claimed is:

1. A crystal of a compound of formula I,

wherein, the crystal is crystal form 2, the X-ray powder diffraction pattern of which includes 3 or more 2θ values selected from the group consisting of 17.1±0.2°, 17.4±0.2°, 20.7±0.2°, 24.3±0.2°, 26.7±0.2°, and 27.5±0.2°.

2. The crystal according to claim 1 , wherein the X-ray powder diffraction pattern of the crystal form 2 includes 3 or more 2θ values selected from the group consisting of 16.1±0.2°, 19.9±0.2°, 23.7±0.2°, 25.1±0.2°, 26.2±0.2°, 31.6±0.2°, and 37.3±0.2°.

3. The crystal according to claim 1 , wherein the X-ray powder diffraction pattern of the crystal form 2 further includes 3 or more 2θ values selected from the group consisting of 10.38±0.2°, 12.18±0.2°, 12.40±0.2°, 13.42±0.2°, 13.84±0.2°, 15.70±0.2°, 18.12±0.2°, 18.69±0.2°, 21.04±0.2°, 21.50±0.2°, 21.88±0.2°, 23.14±0.2°, 24.60±0.2°, 29.52±0.2°, 29.84±0.2°, 31.38±0.2°, 32.40±0.2°, 33.20±0.2°, 33.58±0.2°, 33.86±0.2°, 34.56±0.2°, 35.22±0.2°, 37.64±0.2°, 38.06±0.2°, 38.36±0.2°, 39.10±0.2°, 39.36±0.2°, 39.84±0.2°, 40.36±0.2°, 41.02±0.2°, 42±0.2°, 42.32±0.2°, 42.84±0.2°, and 43.44±0.2°, 44.12±0.2°.

4. The crystal according to claim 1 , wherein the X-ray powder diffraction pattern of the crystal form 2 is substantially characterized as shown in FIG. 1 .

5. The crystal according to claim 1 , wherein the TGA pattern of the crystal form 2 is substantially characterized as shown in FIG. 3 .

6. The crystal according to claim 1 , wherein the DSC pattern of the crystal form 2 has an endothermic peak in the range of 94.9-112.2° C.

7. The crystal according to claim 1 , wherein the DSC pattern of the crystal form 2 is substantially characterized as shown in FIG. 2 .

8. A pesticide composition, which comprises:
(a) the crystal according to claim 1 , and (b) a pesticide-acceptable carrier.

9. A method for preparing the crystal according to claim 1 , which comprises the steps of:
(a) providing a solution of the compound of formula I in a first solvent; and
(b) crystallizing above solution to form the crystal according to claim 1 , which is crystal form 2.

10. A method of preventing or controlling diseases or for inhibiting harmful microorganisms in agricultural, forestry, or horticulture using the crystal according to claim 1 .

11. A method of preventing or controlling diseases or for inhibiting harmful microorganisms in agricultural, forestry, or horticulture using the pesticide composition according to claim 8 .

Assignees

• Univ East China Science & Tech

Inventors

• Li Zhong
• Ren Guobin
• Xu Xiaoyong
• Qi Minghui
• Hu Jian
• Gong Chengyu

Classifications

• A01N43/653 Primary

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title

• C07D249/08 Primary

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title