반응 #2028892

ord-6f1cf560ed8e450d9d3713ae1c50e0ce

반응 방정식

NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(CBr)c2-c2ccccc2)cc1
compound
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(CBr)c2-c2ccccc2)cc1
4-[4-bromomethyl-5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
Cc1cc(C)nc(C)c1
collidine
CS(C)=O
dimethyl sulfoxide
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(C=O)c2-c2ccccc2)cc1
desired product
수율 66.0%
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(C=O)c2-c2ccccc2)cc1
4-[4-formyl-5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
수율 66.0%

반응 조건

온도
120°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction solution was partitioned between ethyl acetate and water
  2. 2
    세척the organic solution was washed with water
  3. 3
    기타dried
  4. 4
    농축concentrated
  5. 5
    기타The residue was chromatographed (1:1 hexane:ethyl acetate)

실험 절차

To a solution of the compound prepared in Step 1 (362 mg, 0.79 mmol) in dimethyl sulfoxide (7 mL) was added collidine (0.14 mL, 1.0 mmol). The solution was heated at 120° C. for 3 hours and then kept at overnight at room temperature. The reaction solution was partitioned between ethyl acetate and water and the organic solution was washed with water, dried and concentrated. The residue was chromatographed (1:1 hexane:ethyl acetate) to give the desired product (205 mg, 66%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE044048E1uspto-grants-2013_03