تفاعل #586135

ord-2c5671f66d5d46b186019dbd66010b51

معادلة التفاعل

O
water
COC(=O)c1ccc(-c2c[nH]nc2C(F)(F)F)cc1Cl
methyl 2-chloro-4-(3-trifluoromethylpyrazolyl)benzoate
CCCS
1-propanethiol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCSc1cc(-c2c[nH]nc2C(F)(F)F)ccc1C(=O)OC
methyl 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzoate
المردود 18.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe resulting reaction mixture
  2. 2
    استخلاصthe organic matters were extracted with 20 ml of ethyl acetate twice
  3. 3
    غسيلwashed with 30 ml of water twice
  4. 4
    تجفيفdried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
  6. 6
    أخرىPurification of the residue by thin layer chromatography

الإجراء التجريبي

1.52 g (5.0 mmol) of methyl 2-chloro-4-(3-trifluoromethylpyrazolyl)benzoate, 0.66 g (8.6 mmol) of 1-propanethiol and 0.83 g (6.0 mmol) of potassium carbonate were stirred in 5 ml of N,N-dimethylformamide at 60° C. for 24 hours. The resulting reaction mixture was poured into 50 ml of water, and the organic matters were extracted with 20 ml of ethyl acetate twice. The ethyl acetate layers were combined, washed with 30 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by thin layer chromatography afforded 0.31 g of methyl 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzoate as a white powder (m.p. 114-116° C.).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07767626B2uspto-grants-2010_08