A kind of synthetic method of pharmaceutical intermediate sulfonyl compound
A synthetic method and compound technology, applied in the preparation of sulfonamides, organic chemistry, etc., can solve problems such as unsatisfactory yield and long process time, and achieve good application prospects and industrial production potential effects
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0036]
[0037] At room temperature, add 100mmol of the above formula (I) compound, 200mmol of the above formula (II) compound, 100mmol of the amine source compound cerium ammonium nitrate, 10mmol of the catalyst copper hexafluoroacetylacetonate, and 150mmol of the base to an appropriate amount of organic solvent acetonitrile in the reactor. Triisopropanolamine and 6mmol additive bis(1,5-cyclooctadiene)nickel (Ni(COD) 2 ), then warming up to 80°C, and fully stirring the reaction at this temperature for 9 hours. After the reaction, the reaction system was cooled to room temperature, adjusted to neutral pH, filtered, the filtrate was concentrated in vacuum, and the residue was separated by silica gel column ( A mixture of ethyl acetate and acetone with a volume ratio of 1:2 was used as the eluting solution) to obtain the compound of formula (III) with a yield of 96.1%.
[0038] 1 H NMR (CDCl 3 ,400MHz):δ8.57(s,1H),7.95(d,J=7.2Hz,2H),7.56-7.49(m,3H),7.39-7.35(m,1H),7.31-7.28...
Embodiment 2
[0040]
[0041] At room temperature, add 100mmol of the above formula (I) compound, 250mmol of the above formula (II) compound, 150mmol of the amine source compound cerium ammonium nitrate, 15mmol of catalyst copper hexafluoroacetylacetonate, 200mmol of base in the appropriate amount of organic solvent acetonitrile in the reactor. Triisopropanolamine and 8mmol additive bis(1,5-cyclooctadiene)nickel (Ni(COD) 2 ), then heated up to 90°C, and fully stirred at this temperature for 8 hours. After the reaction, the reaction system was cooled to room temperature, adjusted to neutral pH, filtered, the filtrate was concentrated in vacuum, and the residue was separated by a silica gel column ( A mixture of ethyl acetate and acetone with a volume ratio of 1:2 was used as the eluting solution) to obtain the compound of formula (III) with a yield of 96.4%.
[0042] 1 H NMR (CDCl 3 ,400MHz):δ8.56(s,1H),7.96-7.95(m,2H),7.56-7.54(m,1H),7.52-7.49(m,2H),7.25(d,J=4.0Hz,2H ), 7.11 (d, J=8.8Hz...
Embodiment 3
[0044]
[0045] At room temperature, add 100mmol of the above formula (I) compound, 300mmol of the above formula (II) compound, 200mmol of the amine source compound cerium ammonium nitrate, 20mmol of catalyst copper hexafluoroacetylacetonate, 250mmol of base to an appropriate amount of organic solvent acetonitrile in the reactor. Triisopropanolamine and 10mmol additive bis(1,5-cyclooctadiene)nickel (Ni(COD) 2 ), then warming up to 100° C., and fully stirring the reaction at this temperature for 6 hours. After the reaction, the reaction system was cooled to room temperature, adjusted to neutral pH, filtered, the filtrate was concentrated in vacuum, and the residue was separated through a silica gel column ( A mixture of ethyl acetate and acetone with a volume ratio of 1:2 was used as the eluting solution) to obtain the compound of formula (III) with a yield of 95.9%.
[0046] 1 H NMR (CDCl 3 ,400MHz):δ8.55(s,1H),7.87(d,J=8.8Hz,2H),7.45-7.44(m,2H),7.32-7.28(m,1H),7.20(d,J=7...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More