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Crystalline forms of 1-Methyl-3-[3-methyl-4-[4-[(trifluoromethyl)thio]phenoxy]phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

IP.com Disclosure Number: IPCOM000194969D
Publication Date: 2010-Apr-16
Document File: 6 page(s) / 142K

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The IP.com Prior Art Database

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Crystalline forms of 1-Methyl-3-[3-methyl-4-[4-[(trifluoromethyl)thio]phenoxy]phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

1-Methyl-3-[3-methyl-4-[4-[(trifluoromethyl)thio]phenoxy]phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (compound 1) can be used in the preparation of veterinary compositions, such as solutions and suspensions.

Example 1:

In a dry laboratory flask

3 g

of compound 1 and 21 mL of ethyl acetate were heated until the compound 1 completely dissolved. Hot solution was filtered and vacuum evaporated (rotavapor) to dryness on a water bath at

60°C

.

XRPD pattern of compound 1 prepared according to example 1:

No.

Pos. [°2Th.]

Rel. Int. [%]

d-spacing [A]

1

5,5

38,7

15,96

2

15,8

100,0

5,60

3

16,7

31,9

5,32

4

17,1

80,4

5,20

5

17,6

49,2

5,04

6

18,2

33,9

4,88

7

23,6

40,0

3,78

DSC thermogram of compound 1 prepared according to example 1:

FT-IR spectrum of compound 1 prepared according to example 1:

 


Example 2:

In a dry laboratory flask

3 g

of compound 1 and 26 mL of toluene were heated until the compound 1 completely dissolved. Hot solution was filtered and vacuum evaporated (rotavapor) to dryness on a water bath at

60°C

.

XRPD pattern of compound 1 prepared according to example 2:

No.

Pos. [°2Th.]

Rel. Int. [%]

d-spacing [A]

1

5,5

51,6

15,99

2

15,8

100,0

5,61

3

16,6

40,4

5,33

4

17,0

74,3

5,21

5

17,6

52,2

5,04

6

18,2

34,8

4,88

7

23,5

42,7

3,78

DSC thermogram of compound 1 prepared according to example 2:

FT-IR spectrum of compound 1 prepared according to example 2:

 


Example 3:

a) In a dry laboratory flask

3 g

of compound 1 and 50 mL of isopropanol were heated until the compound 1 completely dissolved. Hot solution was filtered and vacuum evaporated (rotavapor) to dryness on a water bath at

60°C

.

b) In a dry laboratory flask

3 g

of compound 1 and 15 mL of ethanol were heated until the compound 1 completely dissolved. Hot solution was filtered and vacuum evaporated (rotavapor) to dryness on a water bath at

6...