تفاعل #2028892

ord-6f1cf560ed8e450d9d3713ae1c50e0ce

معادلة التفاعل

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
المردود 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
المردود 66.0%

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction solution was partitioned between ethyl acetate and water
  2. 2
    غسيلthe organic solution was washed with water
  3. 3
    أخرىdried
  4. 4
    تركيزconcentrated
  5. 5
    أخرىThe residue was chromatographed (1:1 hexane:ethyl acetate)

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE044048E1uspto-grants-2013_03