Process for the crystallisation of mesotrione
View Patent ↗The invention relates to a process for selectively controlling the crystallisation mesotrione [2-(4-methylsulphonyl-2-nitrobenzoyl)cyclohexane-1,3-dione] from aqueous solution in which the aqueous mesotrione solution is introduced to a crystalliser containing seed crystals predominantly of the thermodynamically stable polymorph (“Form 1”) in a semi-continuous or continuous manner. The invention further relates to a process for converting the metastable polymorph (“Form 2”) of mesotrione to Form 1 by introducing an aqueous solution containing the former form to a crystalliser containing seed crystals predominantly of the latter form.
1. A semi-continuous crystallization process for preparing the Form 1 polymorph of mesotrione, said process comprising
a) initially charging a crystallizer with an aqueous slurry containing at least 5% by weight mesotrione crystals, wherein at least 80% by weight of the mesotrione crystals present in the slurry are of Form 1;
b) feeding a mesotrione solution at a pH greater than 7 to the crystallizer at a controlled rate while maintaining the pH in the crystallizer between 2.5 and 4.0 by addition of an acid;
c) stopping the feed of the mesotrione solution when the level in the crystallizer reaches an upper limit;
d) removing the mesotrione slurry from the crystallizer until the volume reaches a lower limit of the crystallizer capacity; and optionally
e) restarting the mesotrione solution feed of b).
2. The semi-continuous process of claim 1 , wherein the crystallizer is charged with an aqueous slurry in an amount of at least 10% by volume of the crystallizer's capacity.
3. A continuous crystallization process for preparing the Form 1 polymorph of mesotrione, said process comprising
a) initially charging a crystallizer with an aqueous slurry containing at least 5% by weight mesotrione crystals, wherein at least 80% by weight of the mesotrione crystals present in the slurry are of Form 1;
b) feeding a mesotrione solution at a pH greater than 7 to the crystallizer at a controlled rate while maintaining the pH in the crystallizer between 2.5 and 4.0 by addition of an acid; and
c) maintaining the volume of the crystallizer at a constant level by continuously removing an appropriate amount of slurry.