Crystal form E and crystal form F of canagliflozin and preparation method thereof

[0089] Embodiment 1: Preparation of the crystal form E of canagliflozin

[0090] Dissolve 499.5 mg of canagliflozin powder in 13.25 mL of acetic acid: n-heptane = 1:3 (v:v) mixed system, and then quickly place it at -20°C and stir for 20 hours. The obtained solid is crystal Type E. Its XRPD pattern is shown in figure 1 , whose DSC diagram is shown in figure 2 , whose TGA diagram is shown in image 3 .

[0091] The corresponding values ​​of 2theta value and intensity of crystal form E in this embodiment are shown in Table 1:

[0092] Table 1 Corresponding value of 2theta value and intensity of crystal form E

[0093] 2theta

[0094] 38.89

[0095] Embodiment 2: Preparation of crystal form E of canagliflozin

[0096] Dissolve 19.6 mg of canagliflozin powder in 0.20 mL of acetic acid: n-heptane = 1:1 (v:v) mixed solvent, then quickly place it at -20°C and stir for 20 hours, and the obtained solid is crystal Type E.

[0097] The corresponding values ​​of 2theta value and relative intensity of crystal form E in this embodiment are shown in Table 2:

[0098] Table 2 Corresponding value of 2theta value and relative intensity of crystal form E

[0099] 2theta

[0100] Embodiment 3: Preparation of crystal form E of canagliflozin

[0101] Dissolve 21.1 mg of canagliflozin powder in 0.40 mL of acetic acid solvent, then add 0.50 mL of n-heptane and stir at room temperature for 5 days, and the obtained solid is Form E.

[0102] The 2theta value and intensity corresponding value of crystal form E in this embodiment are shown in Table 3:

[0103] Table 3 Corresponding values ​​of 2theta value and intensity of crystal form E

[0104] 2theta