As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C9H7F6NO
A solution of 2-(4-aminophenyl)- 1,1, 1,3,3, 3-hexafluoropropan-2-ol (0.88 g, 3.4 mmol), 2-acetamido-4-methylthiazole-5-sulfonyl chloride (0.79 g, 3.1 mmol) in acetone (15 mL) and 2,6-lutidine (0.73 mL, 6.2 mmol) was warmed to 60°C for 18 h. The reaction was judged complete by analytical HPLC (starting materials consumed). The solvent was removed in vacuo, and the crude residue was diluted with EtOAc and aq 1M HC1. The layers were separated, and the organic layer was washed with 1M HC1, sat aq NaHC03, brine, dried (MgS04), and concentrated to give a solid.Trituration with warm Et20/hexanes afforded N-(5-(N-(4-(l,l,l,3,3,3-hexafluoro-2- hydroxypropan-2-yl)phenyl)sulfamoyl)-4-methylthiazol-2-yl)acetamide (1.2 g, 86percent yield) as a light tan solid, >95percent pure as judged by analytical HPLC. A small amount of this was further purified by reverse-phase preparative HPLC to >99percent purity to give a colorless solid. 1H NMR (DMSO-J6, 400MHz) delta 12.5 (s, 1H); 10.8 (s, 1H); 8.6 (s, 1H); 7.60 (d, 2H); 7.25 (d, 2H); 2.30 (s, 3H); 2.15 (s, 3H); 13C NMR (DMSO-J6, 100MHz) delta 170.0, 159.6, 153.0, 139.4, 128.4, 126.8, 124.8, 121.9, 121.7, 120.3, 22.8, 16.3; 19F NMR (DMSO-J6, 376MHz) delta -74.1; HRMS (ESI-orbitrap) Calcd for C15Hi4F6N304S2, 478.0330; Found, 478.0319.
With the rapid development of chemical substances, we look forward to future research findings about 722-92-9.
Reference:
Patent; GRIFFIN, Patrick R.; ROUSH, William R.; KUMAR, Naresh; NUHANT, Philippe; BURRIS, Thomas; SOLT, Laura; WO2011/115892; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts