24821-24-7

Upstream product

• 569-51-7 benzene-1,2,3-tricarboxlic acid 
• 24821-22-5 2,6-bis(trifluoromethyl)benzoic acid 
• 402-31-3 1,3-bis(trifluoromethyl)benzene 

Downstream Products

• 152211-16-0 (2,6-bis(trifluoromethyl)phenyl)methanol 
• 24821-20-3 2,6-Bis-trifluormethyl-acetanilid 
• 313-13-3 2,6-bis-trifluoromethyl-aniline 
• 402-31-3 1,3-bis(trifluoromethyl)benzene 
• 24821-23-6 2,6-Di-(trifluormethyl)-benzamid 

Relevant academic research and scientific papers

A site selective functionalisation of 1,3-bis(trifluoromethyl)benzene

1,3-Bis(trifluoromethyl)benzene was regioselectively metalated and subsequently carboxylated at position 2 to give 2,6- bis(trifluoromethyl)benzoic acid. Treatment of the acid with sulphur tetrafluoride gave 2,6-bis(trifluoromethyl)benzoyl fluoride which was readily convened to 2,6-bis(trifluoromethyl)benzyl alcohol and further to 2,6- bis(trifluoromethyl)benzaldehyde. Bromination of 2,6- bis(trifluoromethyl)benzoic acid with 1,1-dibromo-5,5-dimethylhydantoin proceeded regioselectively affording 4-bromo-2,6-bis(trifluoromethyl)benzoic acid almost quantitatively. The latter was fluorinated to the corresponding acid fluoride which on treatment with methanolic sodium methoxide gave 4- methoxy-2,6-bis(trifluoromethyl)benzoic acid or its methyl ester, depending on the reaction conditions. 4-Methoxy-2,6-bis(trifluoromethyl)benzoic acid, via its acid fluoride, was also transformed, first to the corresponding benzyl alcohol, then to the benzaldehyde. Lithiation of 4-methoxy-2,6- bis(triflouromethyl)benzoic acid, followed by methylation, proceeded with low selectivity, nevertheless, methyl 4-methoxy-3-methyl-2,6- bis(trifluoromethyl)benzoate was formed as the main product which was stepwise converted to 4-methoxy-3-methyl-2,6-bis(trifluoromethyl)benzyl alcohol and 4-methoxy-3-methyl-2,6-bis(trifluoromethyl) benzaldehyde, albeit in low total yield.

INHIBITORS OF CYTOSOLIC PHOSPHOLIPASE A2

This invention provides chemical inhibitors of the activity of various phospholipase enzymes, particularly cytosolic phospholipase A2 enzymes (cPLA2), more particularly including inhibitors of cytosolic phospholipase A2 alpha enzymes (cPLAα). In some embodiments, the inhibitors have the Formula I: wherein the constituent variables are as defined herein.

Processes for the preparation of aryl-and heteroaryl-alkylsulfonyl halides

The present invention provides processes for the preparation of arylalkylsulfonyl halides and heteroarylalkylsufonyl halides of Formula I: Ar—R—SO2—X, that are useful as intermediates in the preparation of pharmaceuticals.

A re-investigation of the reaction of hemimellitic acid with sulphur tetrafluoride. A simple preparation of 2,6-bis(trifluoromethyl)benzoic acid

The reaction of hemimellitic acid (1) with SF4/HF gives a 1 : 3.5 : 13 mixture of 1,2,3-tris(trifluoromethyl)benzene (2), 1,1,3,3-tetrafluoro-4-trifluoromethyl-1,3-dihydroisobenzofuran (3) and 2,6-bis(trifluoromethyl)benzoyl fluoride (4). Treatment of the crude reaction mixture with aqueous KOH, followed by acidification of the water phase, gives a good yield of pure 2,6-bis(trifluoromethyl)benzoic acid (5).